[(8S,9R,10S,11S)-11-acetyloxy-9,19-dihydroxy-3,4,5-trimethoxy-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] (Z)-2-methylbut-2-enoate

Details

• Internal ID: e1207117-8d3f-4618-bbd4-80301e868bab
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8S,9R,10S,11S)-11-acetyloxy-9,19-dihydroxy-3,4,5-trimethoxy-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] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=CC(=C(C(=C2C3=C(C4=C(C=C3C(C(C1(C)O)C)OC(=O)C)OCO4)O)OC)OC)OC
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C2=CC(=C(C(=C2C3=C(C4=C(C=C3[C@H]([C@@H]([C@@]1(C)O)C)OC(=O)C)OCO4)O)OC)OC)OC
• InChI: InChI=1S/C29H34O11/c1-9-13(2)28(32)40-27-17-11-18(34-6)25(35-7)26(36-8)21(17)20-16(10-19-24(22(20)31)38-12-37-19)23(39-15(4)30)14(3)29(27,5)33/h9-11,14,23,27,31,33H,12H2,1-8H3/b13-9-/t14-,23-,27-,29+/m0/s1
• InChI Key: LDZKECBAGCLYOT-XDGSBONXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₁
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.21011190 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	-	0.6006	60.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9427	94.27%
P-glycoprotein inhibitior	+	0.8383	83.83%
P-glycoprotein substrate	-	0.5208	52.08%
CYP3A4 substrate	+	0.6817	68.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	+	0.7581	75.81%
CYP2C9 inhibition	+	0.7877	78.77%
CYP2C19 inhibition	+	0.6740	67.40%
CYP2D6 inhibition	-	0.7122	71.22%
CYP1A2 inhibition	-	0.6627	66.27%
CYP2C8 inhibition	+	0.7113	71.13%
CYP inhibitory promiscuity	+	0.8231	82.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.4660	46.60%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8834	88.34%
Skin irritation	-	0.7494	74.94%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6066	60.66%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7245	72.45%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6590	65.90%
Acute Oral Toxicity (c)	III	0.4408	44.08%
Estrogen receptor binding	+	0.8319	83.19%
Androgen receptor binding	+	0.6359	63.59%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.8074	80.74%
Aromatase binding	+	0.5902	59.02%
PPAR gamma	+	0.7671	76.71%
Honey bee toxicity	-	0.6302	63.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	99.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.13%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.72%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.99%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.26%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.64%	94.80%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.61%	89.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.28%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.94%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.16%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.48%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.05%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.00%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.00%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.73%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.58%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.43%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.23%	94.00%

Plants that contains it

• Schisandra propinqua

Cross-Links

• PubChem: 162919695
• LOTUS: LTS0153912
• wikiData: Q105150467