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

Details

• Internal ID: 954ec93a-cac9-4a16-aff6-1c96dab7981a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9S,10R,11R)-11-butanoyloxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CCCC(=O)OC1C(C(C(C2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)OC)OC)OC)OC(=O)C(=CC)C)C)C
• SMILES (Isomeric): CCCC(=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(=CC)C)C)C
• InChI: InChI=1S/C32H40O10/c1-10-12-23(33)41-26-17(4)18(5)27(42-32(34)16(3)11-2)19-13-21(35-6)28(36-7)30(37-8)24(19)25-20(26)14-22-29(31(25)38-9)40-15-39-22/h11,13-14,17-18,26-27H,10,12,15H2,1-9H3/t17-,18+,26-,27-/m1/s1
• InChI Key: YWOQCMUIZIFGSH-IXWDATCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₀
• Molecular Weight: 584.70 g/mol
• Exact Mass: 584.26214747 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.34
• 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	+	0.9928	99.28%
Caco-2	+	0.5089	50.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7892	78.92%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9880	98.80%
P-glycoprotein inhibitior	+	0.9278	92.78%
P-glycoprotein substrate	-	0.5118	51.18%
CYP3A4 substrate	+	0.6277	62.77%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	+	0.8816	88.16%
CYP2C9 inhibition	+	0.7381	73.81%
CYP2C19 inhibition	+	0.8152	81.52%
CYP2D6 inhibition	-	0.7328	73.28%
CYP1A2 inhibition	+	0.5443	54.43%
CYP2C8 inhibition	+	0.6272	62.72%
CYP inhibitory promiscuity	+	0.8520	85.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4472	44.72%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.8238	82.38%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6439	64.39%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6878	68.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8008	80.08%
Acute Oral Toxicity (c)	III	0.5482	54.82%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.5911	59.11%
Thyroid receptor binding	+	0.6481	64.81%
Glucocorticoid receptor binding	+	0.8943	89.43%
Aromatase binding	+	0.5351	53.51%
PPAR gamma	+	0.6631	66.31%
Honey bee toxicity	-	0.7309	73.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	98.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.08%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.12%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.98%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.59%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.44%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.97%	89.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.91%	96.61%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.69%	94.80%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.40%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.31%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.31%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.28%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.97%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.86%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	81.79%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.24%	100.00%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 162822716
• LOTUS: LTS0021223
• wikiData: Q105366989