[(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] (E)-2-methylbut-2-enoate

Details

• Internal ID: a45eeb2e-f495-463c-9ca8-030bae489ae4
• 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] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)C1C(C(C(C2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)OC)OC)OCO3)OC(=O)C(=CC)C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)[C@@H]1[C@@H]([C@H]([C@H](C2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)OC)OC)OCO3)OC(=O)/C(=C/C)/C)C)C
• InChI: InChI=1S/C33H40O9/c1-11-16(3)27(34)24-18(5)19(6)28(42-33(35)17(4)12-2)21-14-23-30(41-15-40-23)32(39-10)26(21)25-20(24)13-22(36-7)29(37-8)31(25)38-9/h11-14,18-19,24,28H,15H2,1-10H3/b16-11+,17-12+/t18-,19-,24-,28-/m1/s1
• InChI Key: PIWCWLIBLLJFHX-TZUXVCTPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₉
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.26723285 g/mol
• Topological Polar Surface Area (TPSA): 98.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.57
• 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	+	0.9944	99.44%
Caco-2	+	0.5312	53.12%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.9439	94.39%
P-glycoprotein substrate	-	0.6819	68.19%
CYP3A4 substrate	+	0.6500	65.00%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8904	89.04%
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	+	0.6193	61.93%
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	-	0.8738	87.38%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6528	65.28%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.5460	54.60%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6206	62.06%
Acute Oral Toxicity (c)	III	0.4383	43.83%
Estrogen receptor binding	+	0.8486	84.86%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.6260	62.60%
Glucocorticoid receptor binding	+	0.8079	80.79%
Aromatase binding	-	0.5498	54.98%
PPAR gamma	+	0.7318	73.18%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.97%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.52%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.02%	80.96%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.53%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.13%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.78%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.26%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.38%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.28%	99.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.12%	89.44%
CHEMBL2535	P11166	Glucose transporter	82.57%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.68%	82.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.91%	99.23%

Plants that contains it

• Schisandra propinqua

Cross-Links

• PubChem: 45273541
• LOTUS: LTS0028308
• wikiData: Q105209751