[(9S,10R,11S)-11,14-dihydroxy-4,5,15,16-tetramethoxy-9,10-dimethyl-3-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: dbbc416a-43c5-4ce4-acd0-ecdba97773f0
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(9S,10R,11S)-11,14-dihydroxy-4,5,15,16-tetramethoxy-9,10-dimethyl-3-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=C2C(=CC(=C1OC)OC)CC(C(C(C3=CC(=C(C(=C32)OC)OC)O)O)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC1=C2C(=CC(=C1OC)OC)C[C@@H]([C@H]([C@@H](C3=CC(=C(C(=C32)OC)OC)O)O)C)C
• InChI: InChI=1S/C27H34O8/c1-9-13(2)27(30)35-26-20-16(11-19(31-5)24(26)33-7)10-14(3)15(4)22(29)17-12-18(28)23(32-6)25(34-8)21(17)20/h9,11-12,14-15,22,28-29H,10H2,1-8H3/b13-9-/t14-,15+,22-/m0/s1
• InChI Key: KFTCQKGLZKQBNY-HVGYULAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₈
• Molecular Weight: 486.60 g/mol
• Exact Mass: 486.22536804 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.6776	67.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6141	61.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9077	90.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.7696	76.96%
P-glycoprotein substrate	-	0.5849	58.49%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.6468	64.68%
CYP2C19 inhibition	+	0.5371	53.71%
CYP2D6 inhibition	-	0.6804	68.04%
CYP1A2 inhibition	+	0.7864	78.64%
CYP2C8 inhibition	+	0.5948	59.48%
CYP inhibitory promiscuity	+	0.6202	62.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9063	90.63%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8186	81.86%
Skin irritation	-	0.6882	68.82%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4654	46.54%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8446	84.46%
Acute Oral Toxicity (c)	III	0.3691	36.91%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.5480	54.80%
Thyroid receptor binding	+	0.5893	58.93%
Glucocorticoid receptor binding	+	0.8154	81.54%
Aromatase binding	-	0.5321	53.21%
PPAR gamma	+	0.6698	66.98%
Honey bee toxicity	-	0.6796	67.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.91%	95.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.45%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.95%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL2056	P21728	Dopamine D1 receptor	87.49%	91.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.90%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.26%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.85%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.35%	92.94%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	84.62%	89.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.07%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.74%	89.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.82%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.90%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.53%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Kadsura angustifolia

Cross-Links

• PubChem: 102176163
• LOTUS: LTS0274388
• wikiData: Q104401355