[(8R,9S,10R,11R)-3,4,5,19-tetramethoxy-9,10-dimethyl-8-[(E)-3-phenylprop-2-enoyl]oxy-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 48cb979c-73b0-48fe-86b8-22e7aa8d7d94
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9S,10R,11R)-3,4,5,19-tetramethoxy-9,10-dimethyl-8-[(E)-3-phenylprop-2-enoyl]oxy-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)OC)OC)OC)OC(=O)C=CC5=CC=CC=C5)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@@H]([C@@H]([C@H](C2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)OC)OC)OC)OC(=O)/C=C/C5=CC=CC=C5)C)C
• InChI: InChI=1S/C37H40O10/c1-9-20(2)37(39)47-32-22(4)21(3)31(46-28(38)16-15-23-13-11-10-12-14-23)24-17-26(40-5)33(41-6)35(42-7)29(24)30-25(32)18-27-34(36(30)43-8)45-19-44-27/h9-18,21-22,31-32H,19H2,1-8H3/b16-15+,20-9-/t21-,22+,31+,32+/m0/s1
• InChI Key: DHKOFLWROPIHJS-HWDZMEBBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀O₁₀
• Molecular Weight: 644.70 g/mol
• Exact Mass: 644.26214747 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.25
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	-	0.6359	63.59%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9969	99.69%
P-glycoprotein inhibitior	+	0.9542	95.42%
P-glycoprotein substrate	-	0.6166	61.66%
CYP3A4 substrate	+	0.6461	64.61%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.8931	89.31%
CYP3A4 inhibition	+	0.9296	92.96%
CYP2C9 inhibition	+	0.8636	86.36%
CYP2C19 inhibition	+	0.9266	92.66%
CYP2D6 inhibition	-	0.6535	65.35%
CYP1A2 inhibition	+	0.6044	60.44%
CYP2C8 inhibition	+	0.8036	80.36%
CYP inhibitory promiscuity	+	0.9321	93.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4275	42.75%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8935	89.35%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.5460	54.60%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8258	82.58%
Acute Oral Toxicity (c)	III	0.4383	43.83%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.7400	74.00%
Thyroid receptor binding	+	0.6985	69.85%
Glucocorticoid receptor binding	+	0.8698	86.98%
Aromatase binding	-	0.5103	51.03%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.7202	72.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	98.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.20%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.03%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.37%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.53%	93.99%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.40%	89.44%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.82%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.73%	92.62%
CHEMBL5028	O14672	ADAM10	84.98%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.89%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.48%	89.62%
CHEMBL2535	P11166	Glucose transporter	83.28%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.95%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.45%	93.00%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 57333572
• LOTUS: LTS0029090
• wikiData: Q104980307