2D

3D

Save

Zoom

1,8,9-anthracenetriol

ChemSpider ID: 9775
Molecular Formula: C₁₄H₁₀O₃
Average mass: 226.227402 Da
Monoisotopic mass: 226.062988 Da
Systematic name

1,8,9-Anthracenetriol
SMILES and InChIs

SMILES:

Oc2c3c(cc1cccc(O)c12)cccc3O Copied

Std. InChI:

InChI=1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-7,15-17H Copied

Std. InChIKey:

YUTJCNNFTOIOGT-UHFFFAOYSA-N Copied
Cite this record
CSID:9775, http://www.chemspider.com/Chemical-Structure.9775.html (accessed 05:37, May 25, 2013) Copied

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

1,8,9-anthracenetriol

1,8,9-Trihydroxyanthracene

anthracene-1,8,9-triol

1, 8-Dihydroxyanthranol

1,8, 9-Anthratriol

1,8,9-anthratriol

1,8-DIHYDROXY-9(10H)-ANTHRACENONE [ACD/IUPAC Name]

1,8-dihydroxy-9-anthranol

1,8-dihydroxy-9-anthrol

1,8-dihydroxyanthranol

More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

BRN 1976792 [DBID]

C06831 [DBID]

CCRIS 5592 [DBID]

CHEBI:2756 [DBID]

MLS000028411 [DBID]

NSC 403736 [DBID]

NSC403736 [DBID]

SMR000058389 [DBID]

ZINC00001322 [DBID]

ChemSpider Searches

Properties

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Data supplied by datasources and users.

Experimental Physico-chemical Properties

Experimental Melting Point:

181 °C Tokyo Chemical Industry Ltd

177-181 deg C (177-181 °C) Alfa Aesar

176-181 C (176-181 °C) Oxford University Chemical Safety Data

180-182 C (180-182 °C) Oxford University Chemical Safety Data

Experimental Flash Point:

(Low) Alfa Aesar

Predicted Physico-chemical Properties

Predicted Melting Point:

181 °C Tokyo Chemical Industry Ltd

181 deg C (181 °C) Tokyo Chemical Industry Ltd

Miscellaneous

Appearance:

orange-yellow powder Oxford University Chemical Safety Data

yellow crystalline powder Oxford University Chemical Safety Data

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents. Oxford University Chemical Safety Data

Stable. Combustible. Incompatible with strongoxidizing agents. Oxford University Chemical Safety Data

Toxicity:

ORL-RAT LD50 3216 mg kg-1, IPR-RAT LD50 3 mg kg-1 (?? hardly seems in accord with the , ORL-MUS LD50 1542 mg kg-1, IPR-MUS LD50 > 1600 mg kg-1 Oxford University Chemical Safety Data

Safety:

Safety glasses, adequate ventilation. Oxford University Chemical Safety Data

Safety glasses, gloves, adequate ventilation. Oxford University Chemical Safety Data

WARNING: Irritates lungs, eyes, skin Alfa Aesar

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	2.635	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	2.26	ACD/LogD (pH 7.4):	0.60
ACD/BCF (pH 5.5):	24.77	ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 5.5):	270.19	ACD/KOC (pH 7.4):	6.02
#H bond acceptors:	3	#H bond donors:	3
#Freely Rotating Bonds:	3	Polar Surface Area:	60.69 Å²
Index of Refraction:	1.837	Molar Refractivity:	67.583 cm³
Molar Volume:	152.955 cm³	Polarizability:	26.792 10^-24cm³
Surface Tension:	81.7890014648438 dyne/cm	Density:	1.479 g/cm³
Flash Point:	229.74 °C	Enthalpy of Vaporization:	74.576 kJ/mol
Boiling Point:	457.985 °C at 760 mmHg	Vapour Pressure:	0 mmHg at 25°C

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, for more information see their website.

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.90

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  432.80  (Adapted Stein & Brown method)
    Melting Pt (deg C):  181.21  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.21E-009  (Modified Grain method)
    Subcooled liquid VP: 5.15E-008 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  31.13
       log Kow used: 2.90 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  124.96 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Phenols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.78E-017  atm-m3/mole
   Group Method:   4.77E-017  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.157E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.90  (KowWin est)
  Log Kaw used:  -14.627  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.527
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9873
   Biowin2 (Non-Linear Model)     :   0.9257
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8684  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6404  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2893
   Biowin6 (MITI Non-Linear Model):   0.1546
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4102
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  6.87E-006 Pa (5.15E-008 mm Hg)
  Log Koa (Koawin est  ): 17.527
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.437 
       Octanol/air (Koa) model:  8.26E+004 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.94 
       Mackay model           :  0.972 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 200.4200 E-12 cm3/molecule-sec
      Half-Life =     0.053 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.640 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.956 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  9.413E+004
      Log Koc:  4.974 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.536 (BCF = 34.39)
       log Kow used: 2.90 (estimated)

 Volatilization from Water:
    Henry LC:  4.77E-017 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 1.846E+013  hours   (7.692E+011 days)
    Half-Life from Model Lake : 2.014E+014  hours   (8.392E+012 days)

 Removal In Wastewater Treatment:
    Total removal:               4.92  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     4.81  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       1.87e-008       1.28         1000       
   Water     17.1            360          1000       
   Soil      82.7            720          1000       
   Sediment  0.238           3.24e+003    0          
     Persistence Time: 771 hr

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

Category	Target	PDB Code	LASSO Score
Kinases	SRC, tyrosine kinase SRC	2src	0.91
Other Enzymes	HIVPR, HIV protease	1hpx	0.74
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.73
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.35
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.06
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.02
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.02
Serine Proteases	FXa, factor Xa	1f0r	0.02
Kinases	TK, thymidine kinase	1kim	0.02
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.02
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.02
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Kinases	HSP90, human heat shock protein 90	1uy6	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.01
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.01
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Serine Proteases	Thrombin	1ba8	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00

Want to comment
on this record?

1,8,9-anthracenetriol

SMILES:

Std. InChI:

Std. InChIKey:

Names and Identifiers

ChemSpider Searches

Search ChemSpider for:

Search external sites for this structure:

Properties

Spectra

CIFs

Articles

Chemical Vendors

Data Sources

Patents

RSC Databases

Pharmacological Links

SimBioSys LASSO

Want to commenton this record?

1,8,9-anthracenetriol

SMILES:

Std. InChI:

Std. InChIKey:

Search ChemSpider for:

Search external sites for this structure:

Want to comment
on this record?