[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxan-2-yl]methyl 3,5-dimethoxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybenzoate

Details

• Internal ID: 8e80b5ac-2043-41f3-911a-89ad3965dad1
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxan-2-yl]methyl 3,5-dimethoxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2OC)C(=O)OCC3C(C(C(C(O3)OC(C)CCC4=CC=C(C=C4)O)O)O)O)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC2=C(C=C(C=C2OC)C(=O)OC[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)O[C@H](C)CCC4=CC=C(C=C4)O)O)O)O)OC)O)O)O
• InChI: InChI=1S/C31H42O15/c1-14(5-6-16-7-9-18(32)10-8-16)43-30-27(38)25(36)23(34)21(45-30)13-42-29(39)17-11-19(40-3)28(20(12-17)41-4)46-31-26(37)24(35)22(33)15(2)44-31/h7-12,14-15,21-27,30-38H,5-6,13H2,1-4H3/t14-,15+,21+,22+,23+,24-,25-,26+,27+,30+,31-/m1/s1
• InChI Key: CIHMYYKGIXISGM-XMZRNWDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₅
• Molecular Weight: 654.70 g/mol
• Exact Mass: 654.25237063 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6429	64.29%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7633	76.33%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	+	0.8717	87.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8192	81.92%
P-glycoprotein inhibitior	+	0.6640	66.40%
P-glycoprotein substrate	+	0.6334	63.34%
CYP3A4 substrate	+	0.6640	66.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.9017	90.17%
CYP2C9 inhibition	-	0.7746	77.46%
CYP2C19 inhibition	-	0.8844	88.44%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.7787	77.87%
CYP2C8 inhibition	+	0.7435	74.35%
CYP inhibitory promiscuity	-	0.8459	84.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7316	73.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.8257	82.57%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.7226	72.26%
Hepatotoxicity	-	0.7718	77.18%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9662	96.62%
Acute Oral Toxicity (c)	III	0.7604	76.04%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.5480	54.80%
Thyroid receptor binding	+	0.5447	54.47%
Glucocorticoid receptor binding	+	0.7393	73.93%
Aromatase binding	+	0.5329	53.29%
PPAR gamma	+	0.6594	65.94%
Honey bee toxicity	-	0.7678	76.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6147	61.47%
Fish aquatic toxicity	+	0.9055	90.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.45%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.30%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL2535	P11166	Glucose transporter	96.69%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.50%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.99%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.12%	85.31%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.56%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.02%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.76%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.81%	96.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.51%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.34%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.32%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.22%	85.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.80%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.60%	95.50%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.82%	96.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.24%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185232
• LOTUS: LTS0201877
• wikiData: Q104959797