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

Details

• Internal ID: 97398b1f-09df-40b2-8bca-781cfb22e0c5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,4S,5R,6S,7R,8S,9R,12R)-4,5,12-triacetyloxy-7,8-dibenzoyloxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl]methyl benzoate
• SMILES (Canonical): CC1CC(C(C2(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)OC(=O)C)COC(=O)C6=CC=CC=C6)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]([C@@]2([C@]13[C@@H]([C@@H]([C@@H]([C@@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)OC(=O)C)COC(=O)C6=CC=CC=C6)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C42H44O13/c1-24-22-31(50-25(2)43)34(51-26(3)44)41(23-49-37(46)28-16-10-7-11-17-28)36(54-39(48)30-20-14-9-15-21-30)33(53-38(47)29-18-12-8-13-19-29)32-35(52-27(4)45)42(24,41)55-40(32,5)6/h7-21,24,31-36H,22-23H2,1-6H3/t24-,31+,32-,33+,34+,35-,36+,41+,42-/m1/s1
• InChI Key: BFFBXPBHYOLSOD-LTAVTJKKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₄O₁₃
• Molecular Weight: 756.80 g/mol
• Exact Mass: 756.27819145 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 13
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.7525	75.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7019	70.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9859	98.59%
P-glycoprotein inhibitior	+	0.9478	94.78%
P-glycoprotein substrate	-	0.6336	63.36%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.7860	78.60%
CYP2C9 inhibition	+	0.5770	57.70%
CYP2C19 inhibition	+	0.5555	55.55%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7247	72.47%
CYP2C8 inhibition	+	0.6560	65.60%
CYP inhibitory promiscuity	-	0.6168	61.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5333	53.33%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8744	87.44%
Skin irritation	-	0.8566	85.66%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8827	88.27%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7420	74.20%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5522	55.22%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8279	82.79%
Androgen receptor binding	+	0.6663	66.63%
Thyroid receptor binding	+	0.6599	65.99%
Glucocorticoid receptor binding	+	0.7609	76.09%
Aromatase binding	+	0.5726	57.26%
PPAR gamma	+	0.7552	75.52%
Honey bee toxicity	-	0.8175	81.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.29%	97.79%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.01%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.90%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.58%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL5028	O14672	ADAM10	87.42%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.28%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.39%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.10%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.61%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.39%	81.11%

Plants that contains it

• Achyranthes aspera
• Drimia fugax
• Garcinia kola
• Leionema bilobum
• Microtropis japonica
• Morus macroura
• Neopringlea integrifolia
• Raphanus raphanistrum
• Rhizophora mangle
• Salix alba
• Schisandra sphaerandra
• Sesbania grandiflora

Cross-Links

• PubChem: 24898243
• NPASS: NPC147217
• LOTUS: LTS0248694
• wikiData: Q104934088