[(1S,12R,13S,14S,15S,16R)-14-hydroxy-18,19-dimethoxy-13,14-dimethyl-12-[(Z)-2-methylbut-2-enoyl]oxy-20-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,18-tetraen-15-yl] benzoate

Details

• Internal ID: 3ce0728c-5a5c-4137-9bbd-872fa0e3616c
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,12R,13S,14S,15S,16R)-14-hydroxy-18,19-dimethoxy-13,14-dimethyl-12-[(Z)-2-methylbut-2-enoyl]oxy-20-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,18-tetraen-15-yl] benzoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C2CC(=C(C(=O)C23COC4=C3C1=CC5=C4OCO5)OC)OC)OC(=O)C6=CC=CC=C6)(C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@@H]([C@]([C@H]([C@@H]2CC(=C(C(=O)[C@@]23COC4=C3C1=CC5=C4OCO5)OC)OC)OC(=O)C6=CC=CC=C6)(C)O)C
• InChI: InChI=1S/C34H36O11/c1-7-17(2)31(36)44-25-18(3)33(4,38)30(45-32(37)19-11-9-8-10-12-19)21-14-22(39-5)27(40-6)29(35)34(21)15-41-28-24(34)20(25)13-23-26(28)43-16-42-23/h7-13,18,21,25,30,38H,14-16H2,1-6H3/b17-7-/t18-,21-,25+,30-,33-,34-/m0/s1
• InChI Key: MEWXBVHFCDFAIG-LSYSGNRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆O₁₁
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.22576196 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.7036	70.36%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9914	99.14%
P-glycoprotein inhibitior	+	0.9112	91.12%
P-glycoprotein substrate	+	0.6393	63.93%
CYP3A4 substrate	+	0.6903	69.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	+	0.7604	76.04%
CYP2C9 inhibition	-	0.6639	66.39%
CYP2C19 inhibition	-	0.5348	53.48%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.7349	73.49%
CYP2C8 inhibition	+	0.7595	75.95%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4189	41.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4105	41.05%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7204	72.04%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6021	60.21%
Acute Oral Toxicity (c)	I	0.3930	39.30%
Estrogen receptor binding	+	0.8300	83.00%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	+	0.6079	60.79%
Glucocorticoid receptor binding	+	0.8792	87.92%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.6633	66.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.66%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.57%	99.23%
CHEMBL2535	P11166	Glucose transporter	93.41%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.61%	96.77%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.80%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.04%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.22%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.26%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.56%	98.75%
CHEMBL5028	O14672	ADAM10	82.80%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.62%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.32%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.61%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.50%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.10%	83.00%

Plants that contains it

• Kadsura heteroclita
• Kadsura philippinensis

Cross-Links

• PubChem: 162849842
• LOTUS: LTS0105912
• wikiData: Q105162462