[(1S,2S,4S,5R,6S,7R,8S,9R,12R)-4,12-diacetyloxy-5,7-dibenzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] benzoate

Details

• Internal ID: 252f1b7d-7d99-4c3f-82cf-9177e0c1791c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5R,6S,7R,8S,9R,12R)-4,12-diacetyloxy-5,7-dibenzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] benzoate
• SMILES (Canonical): CC(=O)OC1CC(C23C(C(C(C(C2(C1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6)C(O3)(C)C)OC(=O)C)(C)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@]([C@@]23[C@@H]([C@@H]([C@@H]([C@@H]([C@@]2([C@H]1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6)C(O3)(C)C)OC(=O)C)(C)O
• InChI: InChI=1S/C40H42O12/c1-23(41)47-28-22-38(5,46)40-32(48-24(2)42)29(37(3,4)52-40)30(49-34(43)25-16-10-7-11-17-25)33(51-36(45)27-20-14-9-15-21-27)39(40,6)31(28)50-35(44)26-18-12-8-13-19-26/h7-21,28-33,46H,22H2,1-6H3/t28-,29+,30-,31-,32+,33-,38-,39-,40-/m0/s1
• InChI Key: XLYDCSRKHWFINQ-SRYNYCSPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂O₁₂
• Molecular Weight: 714.80 g/mol
• Exact Mass: 714.26762677 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.7894	78.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5600	56.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.8420	84.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9685	96.85%
P-glycoprotein inhibitior	+	0.9372	93.72%
P-glycoprotein substrate	-	0.7233	72.33%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.6168	61.68%
CYP2C9 inhibition	-	0.8109	81.09%
CYP2C19 inhibition	-	0.8653	86.53%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8371	83.71%
CYP2C8 inhibition	+	0.6258	62.58%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4197	41.97%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8769	87.69%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7730	77.30%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7820	78.20%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5940	59.40%
Acute Oral Toxicity (c)	III	0.4515	45.15%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.6930	69.30%
Thyroid receptor binding	+	0.6567	65.67%
Glucocorticoid receptor binding	+	0.7282	72.82%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9787	97.87%

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	95.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.40%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	90.84%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.73%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.67%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.68%	94.62%
CHEMBL4208	P20618	Proteasome component C5	84.94%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.61%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.60%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.91%	95.50%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.55%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	81.66%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.20%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.64%	81.11%

Plants that contains it

• Zinowiewia integerrima

Cross-Links

• PubChem: 11320073
• LOTUS: LTS0151171
• wikiData: Q105330561