[(4R,5R,5aS,6S,8S,9aR,10S,10aS)-2,5,6,8-tetraacetyloxy-10-benzoyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate

Details

• Internal ID: 86691242-6a58-4bb3-88be-c4c2b96399d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(4R,5R,5aS,6S,8S,9aR,10S,10aS)-2,5,6,8-tetraacetyloxy-10-benzoyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(=C)C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(CC1OC(=O)C)C(C)(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C42H48O13/c1-22-30(50-24(3)43)20-32(52-26(5)45)41(9)34(22)36(55-39(48)29-18-14-11-15-19-29)42(40(7,8)49)21-31(51-25(4)44)23(2)33(42)35(37(41)53-27(6)46)54-38(47)28-16-12-10-13-17-28/h10-19,30-32,34-37,49H,1,20-21H2,2-9H3/t30-,31?,32-,34-,35+,36-,37-,41+,42-/m0/s1
• InChI Key: OCMFQOURUNCGES-KPMVPRNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈O₁₃
• Molecular Weight: 760.80 g/mol
• Exact Mass: 760.30949158 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 13
• 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	+	0.9946	99.46%
Caco-2	-	0.8146	81.46%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7741	77.41%
OATP2B1 inhibitior	-	0.5762	57.62%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	-	0.2687	26.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9431	94.31%
P-glycoprotein inhibitior	+	0.8878	88.78%
P-glycoprotein substrate	-	0.5065	50.65%
CYP3A4 substrate	+	0.6929	69.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.5499	54.99%
CYP2C9 inhibition	-	0.6934	69.34%
CYP2C19 inhibition	-	0.7404	74.04%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.7087	70.87%
CYP2C8 inhibition	+	0.8650	86.50%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8913	89.13%
Skin irritation	-	0.6528	65.28%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6785	67.85%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5512	55.12%
skin sensitisation	-	0.6122	61.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.7608	76.08%
Androgen receptor binding	+	0.7287	72.87%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	+	0.7163	71.63%
Aromatase binding	+	0.6064	60.64%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.6625	66.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.30%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.99%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.61%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.02%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.12%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.41%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.20%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL2535	P11166	Glucose transporter	84.55%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.25%	97.14%
CHEMBL5028	O14672	ADAM10	83.89%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.84%	97.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.35%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.83%	82.69%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5316352
• NPASS: NPC263458