[(10R,11S,13S,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl] 2-[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2(7),3,5,18,20-hexaen-6-yl]-3,4,5-trihydroxybenzoate

Details

• Internal ID: ffd3c2c3-c683-4154-83e4-b86df7ce4a56
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11S,13S,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl] 2-[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2(7),3,5,18,20-hexaen-6-yl]-3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C(=C5O)O)O)C6=C(C(=C(C=C6C(=O)OC7C8C(C(C(O7)CO)O)OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)O)C(=O)O3)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@H]3[C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C(=C5O)O)O)C6=C(C(=C(C=C6C(=O)O[C@H]7[C@H]8[C@H]([C@@H]([C@@H](O7)CO)O)OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)O)C(=O)O3)O)O)O
• InChI: InChI=1S/C54H42O36/c55-7-20-35(69)44-46(53(83-20)89-47(77)9-1-14(57)29(63)15(58)2-9)88-52(82)28-26(24-12(49(79)86-44)5-18(61)32(66)38(24)72)40(74)42(76)41(75)27(28)25-13(6-19(62)33(67)39(25)73)51(81)90-54-45-43(34(68)21(8-56)84-54)85-48(78)10-3-16(59)30(64)36(70)22(10)23-11(50(80)87-45)4-17(60)31(65)37(23)71/h1-6,20-21,34-35,43-46,53-76H,7-8H2/t20-,21+,34-,35-,43+,44+,45-,46-,53+,54+/m1/s1
• InChI Key: OWXHVMVKLNSMBM-HDGGJVDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₄₂O₃₆
• Molecular Weight: 1266.90 g/mol
• Exact Mass: 1266.1455776 g/mol
• Topological Polar Surface Area (TPSA): 621.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.61
• H-Bond Acceptor: 36
• H-Bond Donor: 22
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4647	46.47%
Caco-2	-	0.8639	86.39%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5518	55.18%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	-	0.3994	39.94%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6837	68.37%
P-glycoprotein inhibitior	+	0.7354	73.54%
P-glycoprotein substrate	-	0.7257	72.57%
CYP3A4 substrate	+	0.6173	61.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.9322	93.22%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9676	96.76%
CYP1A2 inhibition	-	0.9263	92.63%
CYP2C8 inhibition	+	0.6326	63.26%
CYP inhibitory promiscuity	-	0.8671	86.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7119	71.19%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8951	89.51%
Skin irritation	-	0.8414	84.14%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7140	71.40%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7069	70.69%
Acute Oral Toxicity (c)	IV	0.4681	46.81%
Estrogen receptor binding	+	0.7208	72.08%
Androgen receptor binding	+	0.6520	65.20%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	-	0.4668	46.68%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	+	0.7308	73.08%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8428	84.28%

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	99.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.25%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.12%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.29%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.49%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.57%	96.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.47%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.66%	94.00%
CHEMBL3194	P02766	Transthyretin	87.78%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.74%	83.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.01%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.95%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.63%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.88%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.78%	97.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.05%	86.92%
CHEMBL2535	P11166	Glucose transporter	81.30%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.83%	80.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.51%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%
CHEMBL4530	P00488	Coagulation factor XIII	80.08%	96.00%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 163028215
• LOTUS: LTS0274448
• wikiData: Q105202380