Search term: QBKSWRVVCFFDOT (Found by InChIKey (skeleton match))

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Gossypol

ChemSpider ID: 3383
Molecular Formula: C₃₀H₃₀O₈
Average mass: 518.554382 Da
Monoisotopic mass: 518.194092 Da
Systematic name

1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthalene-8,8'-dicarbaldehyde
SMILES and InChIs

SMILES:

Cc1cc2c(c(c(c(c2C(C)C)O)O)C=O)c(c1c3c(cc4c(c3O)c(c(c(c4C(C)C)O)O)C=O)C)O Copied

Std. InChI:

InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3 Copied

Std. InChIKey:

QBKSWRVVCFFDOT-UHFFFAOYSA-N Copied
Cite this record
CSID:3383, http://www.chemspider.com/Chemical-Structure.3383.html (accessed 18:59, May 21, 2013) Copied

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

(-)-1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde

[2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-

1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde

1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-2,2'-binaphthalene-8,8'-dicarbaldehyde

1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-di(propan-2-yl)-2,2'-binaphthalene-8,8'-dicarbaldehyde

1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl[2,2'-binaphthalene]-8,8'-dicarboxaldehyde

1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-diméthyl-2,2'-binaphtalène-8,8'-dicarbaldéhyde

1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthalen-8,8'-dicarbaldehyd

1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthalene-8,8'-dicarbaldehyde [ACD/IUPAC Name]

2,2'-Bis[1,6,7-trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene]

More...

2,2'-bis[8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene]

Gossypol [Wiki]

(-)-1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde

(±)-Gossypol

(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahyd

(2,2'-BINAPHTHALENE)-8,8'-DICARBOXALDEHYDE, 1,1',6,6',7,7'-HEXAHYDROXY-3,3'-DIME

(2,2-BINAPHTHALENE)-8,8'-DICARBOXALDEHYDE, 1,1',6,6',7,7'-HEXAHYDROXY-3,3'-DIMET

(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-

(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (-)-

(2,2-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (±)-

(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-

(2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6'7, 7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-

[2, 2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7, 7'-hexahydroxy-3,3'-dimethyl-5,5'-bis (1-methylethyl)-

[2, 2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7, 7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-

[2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6, 6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis (1- methylethyl)-

1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde

1,6,7,1',6',7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-8,8'-dicarbaldehyde

12542-36-8 [RN]

2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)

2,2'-bi[8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene]

2,2'-Bis(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene)

20300-26-9 [RN]

303-45-7 [RN]

40112-23-0 [RN]

4-08-00-03754 (Beilstein Handbook Reference) [Beilstein]

7-(8-Formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl))-2,3,8-trihydroxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde

7-[8-formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl)]-2,3,8-trihy droxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde

7-[8-formyl-1,6,7-trihydroxy-3-methyl-5-(methylethyl)(2-naphthyl)]-2,3,8-trihydroxy-6-methyl-4-(methylethyl)naphthalenecarbaldehyde

8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2, 2'-bisnaphthalene

8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2,2'-bisnaphthalene

90141-22-3 [RN]

AT101

D006072

Gossypol, (±)-Isomer

Pogosin

racemic-Gossypol

Tash 1

棉酚 [Chinese]

Less...

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

AI3-22957 [DBID]

AIDS000457 [DBID]

AIDS-000457 [DBID]

AIDS001235 [DBID]

AIDS-001235 [DBID]

AIDS044146 [DBID]

AIDS-044146 [DBID]

AT 101 [DBID]

BRN 1917878 [DBID]

C07667 [DBID]

More...

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Properties

Experimental data
Predicted - ACD/Labs
Predicted - ChemAxon

Data supplied by datasources and users.

Experimental Physico-chemical Properties

Experimental Solubility:

Soluble to 100 mM in DMSO and to 100 mM in ethanol Tocris Bioscience

Soluble to 25 mM in ethanol and to 25 mM in DMSO Tocris Bioscience

Miscellaneous
- Chemical Class:
  
  aromatic (Microsource [01504019])
- Drug Status:
  
  experimental (Microsource [01504019])
- Compound Source:
  
  Gossypium spp (Microsource [01504019])

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

ACD/LogP:	5.419	# of Rule of 5 Violations:	3
ACD/LogD (pH 5.5):	5.41	ACD/LogD (pH 7.4):	4.80
ACD/BCF (pH 5.5):	7488.26	ACD/BCF (pH 7.4):	1838.54
ACD/KOC (pH 5.5):	20462.53	ACD/KOC (pH 7.4):	5024.02
#H bond acceptors:	8	#H bond donors:	6
#Freely Rotating Bonds:	11	Polar Surface Area:	155.52 Å²
Index of Refraction:	1.742	Molar Refractivity:	149.345 cm³
Molar Volume:	369.555 cm³	Polarizability:	59.205 10^-24cm³
Surface Tension:	71.2969970703125 dyne/cm	Density:	1.403 g/cm³
Flash Point:	395.872 °C	Enthalpy of Vaporization:	107.239 kJ/mol
Boiling Point:	707.888 °C at 760 mmHg	Vapour Pressure:	0 mmHg at 25°C

Click to predict properties on the Chemicalize site

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Category	Target	PDB Code	LASSO Score
Kinases	SRC, tyrosine kinase SRC	2src	0.97
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.10
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.09
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.02
Serine Proteases	FXa, factor Xa	1f0r	0.02
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.02
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.02
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.01
Kinases	HSP90, human heat shock protein 90	1uy6	0.01
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.01
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.00
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Serine Proteases	Trypsin	1bju	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Serine Proteases	Thrombin	1ba8	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00

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Gossypol

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Gossypol

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