2-[[(1R,4R,5S,23R,25R,26R,32R)-10,11,12,15,16,17,32,35,36,40,40-undecahydroxy-2,7,20,28,31-pentaoxo-3,6,21,24,27,33-hexaoxaoctacyclo[30.7.1.01,29.04,23.05,26.08,13.014,19.034,39]tetraconta-8,10,12,14,16,18,29,34(39),35,37-decaen-25-yl]oxymethyl]prop-2-enenitrile

Details

• Internal ID: b5cc5556-555b-48d7-92b7-e880a559310c
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2-[[(1R,4R,5S,23R,25R,26R,32R)-10,11,12,15,16,17,32,35,36,40,40-undecahydroxy-2,7,20,28,31-pentaoxo-3,6,21,24,27,33-hexaoxaoctacyclo[30.7.1.01,29.04,23.05,26.08,13.014,19.034,39]tetraconta-8,10,12,14,16,18,29,34(39),35,37-decaen-25-yl]oxymethyl]prop-2-enenitrile
• SMILES (Canonical): C=C(COC1C2C3C(C(O1)COC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)OC(=O)C67C8=C(C(=C(C=C8)O)O)OC(C6(O)O)(C(=O)C=C7C(=O)O2)O)C#N
• SMILES (Isomeric): C=C(CO[C@H]1[C@H]2[C@@H]3[C@@H]([C@H](O1)COC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)OC(=O)[C@@]67C8=C(C(=C(C=C8)O)O)O[C@](C6(O)O)(C(=O)C=C7C(=O)O2)O)C#N
• InChI: InChI=1S/C38H27NO23/c1-10(7-39)8-57-34-30-29-28(61-35(52)36-13-2-3-15(40)24(46)27(13)62-37(53,38(36,54)55)19(43)6-14(36)33(51)60-30)18(58-34)9-56-31(49)11-4-16(41)22(44)25(47)20(11)21-12(32(50)59-29)5-17(42)23(45)26(21)48/h2-6,18,28-30,34,40-42,44-48,53-55H,1,8-9H2/t18-,28-,29+,30-,34-,36+,37+/m1/s1
• InChI Key: UTVUIUAPYRVGKD-BUFTYWOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₂₇NO₂₃
• Molecular Weight: 865.60 g/mol
• Exact Mass: 865.09738611 g/mol
• Topological Polar Surface Area (TPSA): 396.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6905	69.05%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6783	67.83%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.8001	80.01%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9090	90.90%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.6812	68.12%
CYP3A4 substrate	+	0.7079	70.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.7507	75.07%
CYP2C9 inhibition	-	0.6610	66.10%
CYP2C19 inhibition	-	0.6631	66.31%
CYP2D6 inhibition	-	0.8624	86.24%
CYP1A2 inhibition	-	0.7379	73.79%
CYP2C8 inhibition	+	0.8290	82.90%
CYP inhibitory promiscuity	-	0.7393	73.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6105	61.05%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7069	70.69%
Micronuclear	+	0.6674	66.74%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7348	73.48%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5981	59.81%
Acute Oral Toxicity (c)	III	0.5283	52.83%
Estrogen receptor binding	+	0.8019	80.19%
Androgen receptor binding	+	0.7630	76.30%
Thyroid receptor binding	+	0.5568	55.68%
Glucocorticoid receptor binding	+	0.6292	62.92%
Aromatase binding	+	0.6359	63.59%
PPAR gamma	+	0.7688	76.88%
Honey bee toxicity	-	0.6683	66.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9659	96.59%

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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.49%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.02%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.99%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	89.87%	93.18%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.53%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.61%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.15%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.12%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.98%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	85.68%	89.63%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.55%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.89%	82.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.73%	93.40%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.70%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.96%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.89%	96.21%
CHEMBL1781	P11387	DNA topoisomerase I	80.94%	97.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.93%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.41%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.31%	82.38%

Plants that contains it

• Vernicia fordii

Cross-Links

• PubChem: 102268766
• LOTUS: LTS0204725
• wikiData: Q105279129