[(10R,11R,13R,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-[5-[[(10R,11R,13R,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]oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoate

Details

• Internal ID: a02048f0-566d-4ac5-b391-09fe774e176b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11R,13R,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-[5-[[(10R,11R,13R,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]oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)OC2=C(C(=C(C=C2C(=O)OC3C4C(C(C(O3)CO)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O4)O)O)O)O)O)O)O)O)O)C(=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
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)OC2=C(C(=C(C=C2C(=O)O[C@@H]3[C@H]4[C@H]([C@@H]([C@H](O3)CO)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O4)O)O)O)O)O)O)O)O)O)C(=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
• InChI: InChI=1S/C54H42O36/c55-8-23-35(69)43-45(87-50(79)13-5-19(60)32(66)39(73)27(13)25-11(48(77)85-43)3-17(58)30(64)37(25)71)53(83-23)89-47(76)10-1-16(57)29(63)22(2-10)82-42-15(7-21(62)34(68)41(42)75)52(81)90-54-46-44(36(70)24(9-56)84-54)86-49(78)12-4-18(59)31(65)38(72)26(12)28-14(51(80)88-46)6-20(61)33(67)40(28)74/h1-7,23-24,35-36,43-46,53-75H,8-9H2/t23-,24-,35-,36-,43+,44+,45-,46-,53-,54-/m1/s1
• InChI Key: ZCCKFMMFFUTAKO-IWLHOOGLSA-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): 610.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 36
• H-Bond Donor: 21
• Rotatable Bonds: 8

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	-	0.8587	85.87%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4835	48.35%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	-	0.3899	38.99%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8060	80.60%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	-	0.7493	74.93%
CYP3A4 substrate	+	0.6162	61.62%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8450	84.50%
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	+	0.6724	67.24%
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	-	0.8955	89.55%
Skin irritation	-	0.8414	84.14%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7679	76.79%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7246	72.46%
Acute Oral Toxicity (c)	IV	0.4182	41.82%
Estrogen receptor binding	+	0.7005	70.05%
Androgen receptor binding	+	0.6698	66.98%
Thyroid receptor binding	+	0.5778	57.78%
Glucocorticoid receptor binding	+	0.5887	58.87%
Aromatase binding	+	0.6119	61.19%
PPAR gamma	+	0.7422	74.22%
Honey bee toxicity	-	0.8158	81.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6399	63.99%
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	99.11%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.54%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.53%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.08%	96.21%
CHEMBL3194	P02766	Transthyretin	91.78%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.46%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	88.74%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.03%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.78%	89.34%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.74%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.20%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.86%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.85%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.07%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.20%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	82.97%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.37%	96.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.36%	95.78%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.59%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.68%	96.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.48%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.14%	96.00%

Plants that contains it

• Rosa laevigata

Cross-Links

• PubChem: 162897815
• LOTUS: LTS0175540
• wikiData: Q105370977