[(1S,2S,4S,5R,6R,7S,9R,12R)-4,5,12-triacetyloxy-2-hydroxy-2,10,10-trimethyl-6-[[(2R)-2-methylbutanoyl]oxymethyl]-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: a1804f61-4a9c-4f0c-9df6-883c49105b59
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5R,6R,7S,9R,12R)-4,5,12-triacetyloxy-2-hydroxy-2,10,10-trimethyl-6-[[(2R)-2-methylbutanoyl]oxymethyl]-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CCC(C)C(=O)OCC12C(CC3C(C1(C(CC(C2OC(=O)C)OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): CC[C@@H](C)C(=O)OC[C@]12[C@H](C[C@@H]3[C@H]([C@@]1([C@@](C[C@@H]([C@@H]2OC(=O)C)OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C33H44O12/c1-9-18(2)28(37)40-17-32-25(44-29(38)22-13-11-10-12-14-22)15-23-26(42-20(4)35)33(32,45-30(23,6)7)31(8,39)16-24(41-19(3)34)27(32)43-21(5)36/h10-14,18,23-27,39H,9,15-17H2,1-8H3/t18-,23-,24+,25+,26-,27+,31+,32-,33+/m1/s1
• InChI Key: AEIPVZFRFXDQPB-LDBIBUDWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₂
• Molecular Weight: 632.70 g/mol
• Exact Mass: 632.28327683 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.7788	77.88%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6625	66.25%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9027	90.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9250	92.50%
P-glycoprotein inhibitior	+	0.8635	86.35%
P-glycoprotein substrate	-	0.5188	51.88%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	+	0.5433	54.33%
CYP2C9 inhibition	-	0.5465	54.65%
CYP2C19 inhibition	-	0.6184	61.84%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.7879	78.79%
CYP2C8 inhibition	+	0.7515	75.15%
CYP inhibitory promiscuity	-	0.8041	80.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.6681	66.81%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6945	69.45%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6266	62.66%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8065	80.65%
Acute Oral Toxicity (c)	III	0.3742	37.42%
Estrogen receptor binding	+	0.8396	83.96%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.7184	71.84%
Aromatase binding	+	0.6555	65.55%
PPAR gamma	+	0.7562	75.62%
Honey bee toxicity	-	0.8093	80.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5945	59.45%
Fish aquatic toxicity	+	0.9959	99.59%

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	98.58%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.61%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	96.31%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.32%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.68%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.47%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.27%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.98%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.28%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.42%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.25%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.72%	83.00%

Plants that contains it

• Euonymus nanoides

Cross-Links

• PubChem: 162924633
• LOTUS: LTS0194727
• wikiData: Q104910093