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- 4 of 4 defined stereocentres

1,2,6-Trigalloylglucose

ChemSpider ID: 20015942
Molecular Formula: C₂₇H₂₄O₁₈
Average mass: 636.468689 Da
Monoisotopic mass: 636.096252 Da
Systematic name

(3R,4S,5R,6R)-4,5,6-Trihydroxy-1,2-dioxo-7-[(3,4,5-trihydroxybenzoyl)oxy]-1-(3,4,5-trihydroxyphenyl)-3-heptanyl 3,4,5-trihydroxybenzoate
SMILES and InChIs

SMILES:

Oc1cc(cc(O)c1O)C(=O)O[C@@H](C(=O)C(=O)c2cc(O)c(O)c(O)c2)[C@@H](O)[C@H](O)[C@H](O)COC(=O)c3cc(O)c(O)c(O)c3 Copied

Std. InChI:

InChI=1S/C27H24O18/c28-11-1-8(2-12(29)19(11)36)18(35)23(40)25(45-27(43)10-5-15(32)21(38)16(33)6-10)24(41)22(39)17(34)7-44-26(42)9-3-13(30)20(37)14(31)4-9/h1-6,17,22,24-25,28-34,36-39,41H,7H2/t17-,22-,24+,25+/m1/s1 Copied

Std. InChIKey:

XVILXNSBQKKWKL-UZLUZJFJSA-N Copied
Cite this record
CSID:20015942, http://www.chemspider.com/Chemical-Structure.20015942.html (accessed 08:50, May 19, 2013) Copied

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

ACD/LogP:	0.427	# of Rule of 5 Violations:	3
ACD/LogD (pH 5.5):	0.24	ACD/LogD (pH 7.4):	-1.24
ACD/BCF (pH 5.5):	1.00	ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 5.5):	26.10	ACD/KOC (pH 7.4):	1.00
#H bond acceptors:	18	#H bond donors:	12
#Freely Rotating Bonds:	25	Polar Surface Area:	329.5 Å²
Index of Refraction:		Molar Refractivity:	143.537 cm³
Molar Volume:	345.077 cm³	Polarizability:	56.903 10^-24cm³
Surface Tension:	124.054000854492 dyne/cm	Density:	1.844 g/cm³
Flash Point:	370.807 °C	Enthalpy of Vaporization:	174.8 kJ/mol
Boiling Point:	1132.542 °C at 760 mmHg	Vapour Pressure:	0 mmHg at 25°C

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Spectra

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SimBioSys LASSO

Category	Target	PDB Code	LASSO Score
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.97
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.04
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.04
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Serine Proteases	FXa, factor Xa	1f0r	0.02
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Kinases	SRC, tyrosine kinase SRC	2src	0.01
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
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.00
Serine Proteases	Thrombin	1ba8	0.00
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Serine Proteases	Trypsin	1bju	0.00

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1,2,6-Trigalloylglucose

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Std. InChI:

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Names and Identifiers

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Properties

Spectra

CIFs

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Pharmacological Links

SimBioSys LASSO

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1,2,6-Trigalloylglucose

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Std. InChI:

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