[(1S,12R,13S,14S,15S)-14-hydroxy-18,19-dimethoxy-13,14-dimethyl-15-[(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),10,16,18-pentaen-12-yl] benzoate

Details

• Internal ID: c96ec0e0-d03b-4abb-be6d-d572e3d34710
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,12R,13S,14S,15S)-14-hydroxy-18,19-dimethoxy-13,14-dimethyl-15-[(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),10,16,18-pentaen-12-yl] benzoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=CC(=C(C(=O)C23COC4=C3C(=CC5=C4OCO5)C(C(C1(C)O)C)OC(=O)C6=CC=CC=C6)OC)OC
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C2=CC(=C(C(=O)[C@@]23COC4=C3C(=CC5=C4OCO5)[C@@H]([C@@H]([C@]1(C)O)C)OC(=O)C6=CC=CC=C6)OC)OC
• InChI: InChI=1S/C34H34O11/c1-7-17(2)31(36)45-30-21-14-22(39-5)27(40-6)29(35)34(21)15-41-28-24(34)20(13-23-26(28)43-16-42-23)25(18(3)33(30,4)38)44-32(37)19-11-9-8-10-12-19/h7-14,18,25,30,38H,15-16H2,1-6H3/b17-7-/t18-,25+,30-,33-,34-/m0/s1
• InChI Key: GJFVFQBZXOSDTN-GMHBQWHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄O₁₁
• Molecular Weight: 618.60 g/mol
• Exact Mass: 618.21011190 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.24
• 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	+	0.9880	98.80%
Caco-2	-	0.6986	69.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7817	78.17%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9875	98.75%
P-glycoprotein inhibitior	+	0.9200	92.00%
P-glycoprotein substrate	+	0.6500	65.00%
CYP3A4 substrate	+	0.6879	68.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	+	0.7722	77.22%
CYP2C9 inhibition	+	0.7383	73.83%
CYP2C19 inhibition	+	0.6583	65.83%
CYP2D6 inhibition	-	0.7776	77.76%
CYP1A2 inhibition	-	0.7300	73.00%
CYP2C8 inhibition	+	0.7652	76.52%
CYP inhibitory promiscuity	+	0.6910	69.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Danger	0.5096	50.96%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.6125	61.25%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5544	55.44%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.8454	84.54%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	+	0.6565	65.65%
Glucocorticoid receptor binding	+	0.8659	86.59%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.6789	67.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	98.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.68%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.93%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.80%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	91.65%	90.17%
CHEMBL240	Q12809	HERG	91.37%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.26%	96.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.98%	89.44%
CHEMBL2535	P11166	Glucose transporter	89.48%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.36%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.82%	94.80%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.77%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.63%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.40%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.31%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.30%	82.69%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.98%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.96%	97.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.32%	87.67%
CHEMBL5028	O14672	ADAM10	80.93%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.21%	83.00%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 102402650
• LOTUS: LTS0047023
• wikiData: Q105009364