[(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-9,10-dibenzoyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] benzoate

Details

• Internal ID: 1bf0b4ec-22ae-4fd6-a8d0-41f32eb8d441
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,3R,5S,8R,9R,10R)-2-acetyloxy-9,10-dibenzoyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C43H44O9/c1-25-32(45)24-31-36(49-27(3)44)35-26(2)33(50-39(46)28-16-10-7-11-17-28)22-23-43(35,6)38(52-41(48)30-20-14-9-15-21-30)37(34(25)42(31,4)5)51-40(47)29-18-12-8-13-19-29/h7-21,31,33,35-38H,2,22-24H2,1,3-6H3/t31-,33-,35-,36+,37+,38-,43+/m0/s1
• InChI Key: KEBZMHDMMYBUMR-CIHWGAIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₄O₉
• Molecular Weight: 704.80 g/mol
• Exact Mass: 704.29853298 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.51
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.7927	79.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7914	79.14%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.7917	79.17%
OATP1B3 inhibitior	+	0.8316	83.16%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9932	99.32%
P-glycoprotein inhibitior	+	0.9254	92.54%
P-glycoprotein substrate	-	0.6774	67.74%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	+	0.6569	65.69%
CYP2C9 inhibition	-	0.6878	68.78%
CYP2C19 inhibition	-	0.6062	60.62%
CYP2D6 inhibition	-	0.7995	79.95%
CYP1A2 inhibition	-	0.6537	65.37%
CYP2C8 inhibition	+	0.7198	71.98%
CYP inhibitory promiscuity	-	0.7427	74.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8754	87.54%
Carcinogenicity (trinary)	Non-required	0.5647	56.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8933	89.33%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6728	67.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8378	83.78%
Micronuclear	-	0.6326	63.26%
Hepatotoxicity	+	0.5252	52.52%
skin sensitisation	-	0.5740	57.40%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.6186	61.86%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	+	0.7170	71.70%
Thyroid receptor binding	+	0.6385	63.85%
Glucocorticoid receptor binding	+	0.8082	80.82%
Aromatase binding	-	0.4832	48.32%
PPAR gamma	+	0.7440	74.40%
Honey bee toxicity	-	0.7239	72.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.10%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.89%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.20%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL5028	O14672	ADAM10	89.15%	97.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	87.25%	92.97%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.59%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.80%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	85.63%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.21%	82.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.83%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.64%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.45%	93.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.05%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.63%	94.62%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.98%	92.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.84%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.37%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.25%	93.04%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.14%	81.11%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 44351294
• LOTUS: LTS0113161
• wikiData: Q105139871