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

Details

• Internal ID: fce01688-347e-462d-ac68-4f70eb2cda0b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9R,10R,11R)-3,4,5,19-tetramethoxy-9,10-dimethyl-8-[(E)-2-methylbut-2-enoyl]-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] propanoate
• SMILES (Canonical): CCC(=O)OC1C(C(C(C2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)OC)OC)OC)C(=O)C(=CC)C)C)C
• SMILES (Isomeric): CCC(=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)C(=O)/C(=C/C)/C)C)C
• InChI: InChI=1S/C31H38O9/c1-10-15(3)26(33)23-16(4)17(5)27(40-22(32)11-2)19-13-21-29(39-14-38-21)31(37-9)25(19)24-18(23)12-20(34-6)28(35-7)30(24)36-8/h10,12-13,16-17,23,27H,11,14H2,1-9H3/b15-10+/t16-,17-,23-,27-/m1/s1
• InChI Key: IUKCHGGUYYPBRQ-IWDOIMSMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₉
• Molecular Weight: 554.60 g/mol
• Exact Mass: 554.25158279 g/mol
• Topological Polar Surface Area (TPSA): 98.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.02
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5990	59.90%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7491	74.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.9243	92.43%
P-glycoprotein substrate	-	0.5419	54.19%
CYP3A4 substrate	+	0.6548	65.48%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	+	0.8932	89.32%
CYP2C9 inhibition	+	0.8305	83.05%
CYP2C19 inhibition	+	0.9017	90.17%
CYP2D6 inhibition	-	0.7975	79.75%
CYP1A2 inhibition	-	0.5130	51.30%
CYP2C8 inhibition	+	0.7145	71.45%
CYP inhibitory promiscuity	+	0.9285	92.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4646	46.46%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6739	67.39%
Micronuclear	+	0.6692	66.92%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5449	54.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8456	84.56%
Acute Oral Toxicity (c)	III	0.5552	55.52%
Estrogen receptor binding	+	0.8619	86.19%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.6124	61.24%
Glucocorticoid receptor binding	+	0.8665	86.65%
Aromatase binding	+	0.5267	52.67%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.7249	72.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.96%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.53%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.06%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.03%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.81%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.52%	97.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.31%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.62%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.67%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.92%	89.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.58%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.22%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.86%	96.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.83%	80.96%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.57%	98.75%

Plants that contains it

• Kadsura heteroclita
• Schisandra propinqua

Cross-Links

• PubChem: 45267495
• LOTUS: LTS0236033
• wikiData: Q105120643