3-[6-[(2S,3S,5R)-2-[3-[6-[[(10R,12S,13S)-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,13-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-4,5-dihydroxybenzoyl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl]oxycarbonyl-2,3,4-trihydroxyphenoxy]-4,5-dihydroxybenzoic acid

Details

• Internal ID: 8771a53a-916e-4ad7-830b-b234d5fca32a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3-[6-[(2S,3S,5R)-2-[3-[6-[[(10R,12S,13S)-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,13-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-4,5-dihydroxybenzoyl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl]oxycarbonyl-2,3,4-trihydroxyphenoxy]-4,5-dihydroxybenzoic acid
• InChI: InChI=1S/C75H56O49/c76-15-40-53(98)61(119-66(105)18-2-26(77)44(89)27(78)3-18)63(121-72(111)24-13-36(87)51(96)56(101)58(24)114-38-9-17(65(103)104)1-32(83)47(38)92)74(116-40)124-69(108)21-8-33(84)48(93)39(10-21)115-59-25(14-37(88)52(97)57(59)102)73(112)122-64-62(120-67(106)19-4-28(79)45(90)29(80)5-19)60-41(117-75(64)123-68(107)20-6-30(81)46(91)31(82)7-20)16-113-70(109)22-11-34(85)49(94)54(99)42(22)43-23(71(110)118-60)12-35(86)50(95)55(43)100/h1-14,40-41,53,60-64,74-102H,15-16H2,(H,103,104)/t40?,41?,53-,60-,61?,62?,63+,64+,74+,75+/m1/s1
• InChI Key: CBDZTDQRQIGPJC-JIHARFHHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₅H₅₆O₄₉
• Molecular Weight: 1741.20 g/mol
• Exact Mass: 1740.1890181 g/mol
• Topological Polar Surface Area (TPSA): 831.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 48
• H-Bond Donor: 28
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5492	54.92%
Caco-2	-	0.8556	85.56%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4835	48.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7182	71.82%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8683	86.83%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.5354	53.54%
CYP3A4 substrate	+	0.6696	66.96%
CYP2C9 substrate	-	0.7967	79.67%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.9299	92.99%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.9116	91.16%
CYP2C8 inhibition	+	0.7872	78.72%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7049	70.49%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8414	84.14%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.7223	72.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7508	75.08%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.7343	73.43%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7937	79.37%
Acute Oral Toxicity (c)	IV	0.4182	41.82%
Estrogen receptor binding	+	0.6528	65.28%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	+	0.6520	65.20%
Glucocorticoid receptor binding	+	0.6638	66.38%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	+	0.7476	74.76%
Honey bee toxicity	-	0.7579	75.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8051	80.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.91%	91.11%
CHEMBL3194	P02766	Transthyretin	93.77%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	93.25%	91.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.07%	96.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.04%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.75%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.23%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.45%	89.34%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.12%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.90%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	88.08%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.34%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.23%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.88%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.15%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	83.82%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.57%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.47%	92.62%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.61%	95.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.45%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.11%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162864303
• LOTUS: LTS0106457
• wikiData: Q104952253