[(10R,11R)-10-[(14R,15R,19R)-2,3,4,7,8,9-hexahydroxy-19-[1-hydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: ce5b1362-0a34-4a33-8cff-3813efb56dfb
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11R)-10-[(14R,15R,19R)-2,3,4,7,8,9-hexahydroxy-19-[1-hydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C5C(C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C9=CC=CC=C9C(=C8)OC1C(C(C(C(O1)CO)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]4[C@H]5[C@@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C9=CC=CC=C9C(=C8)O[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C57H44O32/c58-11-26-40(69)46(75)48(77)57(86-26)85-25-10-16(35(64)15-4-2-1-3-14(15)25)31-33-34-32(44(73)47(76)45(33)74)30-19(9-24(63)39(68)43(30)72)55(81)89-51(50(31)88-56(34)82)49-27(84-52(78)13-5-20(59)36(65)21(60)6-13)12-83-53(79)17-7-22(61)37(66)41(70)28(17)29-18(54(80)87-49)8-23(62)38(67)42(29)71/h1-10,26-27,31,40,46,48-51,57-77H,11-12H2/t26-,27-,31-,40-,46+,48+,49-,50-,51+,57+/m1/s1
• InChI Key: KKVVHEIWULTLAR-BITAFSISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₄₄O₃₂
• Molecular Weight: 1240.90 g/mol
• Exact Mass: 1240.1815692 g/mol
• Topological Polar Surface Area (TPSA): 555.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 32
• H-Bond Donor: 20
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6788	67.88%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5329	53.29%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.7435	74.35%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7870	78.70%
P-glycoprotein inhibitior	+	0.7168	71.68%
P-glycoprotein substrate	+	0.6221	62.21%
CYP3A4 substrate	+	0.7251	72.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.9171	91.71%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.8171	81.71%
CYP inhibitory promiscuity	-	0.8607	86.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6966	69.66%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	+	0.6163	61.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7742	77.42%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9177	91.77%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8599	85.99%
Acute Oral Toxicity (c)	IV	0.5235	52.35%
Estrogen receptor binding	+	0.7553	75.53%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	+	0.5240	52.40%
Glucocorticoid receptor binding	-	0.5733	57.33%
Aromatase binding	-	0.4942	49.42%
PPAR gamma	+	0.7098	70.98%
Honey bee toxicity	-	0.6416	64.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8498	84.98%

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	99.77%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.28%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.85%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.27%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.11%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.74%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.97%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.21%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.99%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.88%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.49%	92.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.66%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.93%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.75%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	83.11%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.89%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.36%	91.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.18%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 162908377
• LOTUS: LTS0152194
• wikiData: Q105142406