[(1S,2S,3S,4R,5R,6R,7S,8S,9S,12R)-3,4,7,8-tetraacetyloxy-6-(acetyloxymethyl)-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] furan-3-carboxylate

Details

• Internal ID: ab393f40-28a3-4b04-9410-63ecbff7c89f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3S,4R,5R,6R,7S,8S,9S,12R)-3,4,7,8-tetraacetyloxy-6-(acetyloxymethyl)-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] furan-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C1(C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C)OC(=O)C)(C)O)OC3(C)C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H]([C@H]([C@@H]3[C@H]([C@@]1([C@@]([C@H]([C@@H]([C@@H]2OC(=O)C4=COC=C4)OC(=O)C)OC(=O)C)(C)O)OC3(C)C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C30H38O16/c1-13(31)40-12-29-24(44-17(5)35)20(41-14(2)32)19-22(36)30(29,46-27(19,6)7)28(8,38)23(43-16(4)34)21(42-15(3)33)25(29)45-26(37)18-9-10-39-11-18/h9-11,19-25,36,38H,12H2,1-8H3/t19-,20+,21+,22-,23+,24-,25+,28+,29-,30+/m1/s1
• InChI Key: FELPYEJQNHFWHQ-ZSEVBWKXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₆
• Molecular Weight: 654.60 g/mol
• Exact Mass: 654.21598512 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 16
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8678	86.78%
Caco-2	-	0.7968	79.68%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6661	66.61%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.7673	76.73%
OATP1B3 inhibitior	+	0.8692	86.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7542	75.42%
P-glycoprotein inhibitior	+	0.8252	82.52%
P-glycoprotein substrate	-	0.6167	61.67%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	0.7944	79.44%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.6436	64.36%
CYP2C19 inhibition	-	0.7559	75.59%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.8409	84.09%
CYP2C8 inhibition	+	0.6496	64.96%
CYP inhibitory promiscuity	-	0.5444	54.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5536	55.36%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8760	87.60%
Skin irritation	-	0.7564	75.64%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6512	65.12%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5089	50.89%
skin sensitisation	-	0.8192	81.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5623	56.23%
Acute Oral Toxicity (c)	III	0.4829	48.29%
Estrogen receptor binding	+	0.7834	78.34%
Androgen receptor binding	+	0.6579	65.79%
Thyroid receptor binding	+	0.5790	57.90%
Glucocorticoid receptor binding	+	0.6583	65.83%
Aromatase binding	+	0.6300	63.00%
PPAR gamma	+	0.7065	70.65%
Honey bee toxicity	-	0.7868	78.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9755	97.55%

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	96.79%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.90%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	94.86%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.34%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	90.88%	97.79%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.92%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.37%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.25%	97.28%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.58%	97.25%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.96%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.31%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.02%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.19%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.48%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.94%	95.89%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%
CHEMBL2039	P27338	Monoamine oxidase B	80.14%	92.51%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 11169748
• LOTUS: LTS0171967
• wikiData: Q104994034