[(1S,2S,3R,4S,7R,9R,10S,12R,15R)-4,12-diacetyloxy-15-[(2R,3S)-2-acetyloxy-3-benzamido-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Details

• Internal ID: 28da4c53-45c1-4de8-9cb5-1e577c7eb36d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9R,10S,12R,15R)-4,12-diacetyloxy-15-[(2R,3S)-2-acetyloxy-3-benzamido-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)OC(=O)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[C@@]3([C@@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)OC(=O)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
• InChI: InChI=1S/C49H53NO15/c1-26-33(63-45(58)39(62-28(3)52)37(30-17-11-8-12-18-30)50-43(56)31-19-13-9-14-20-31)24-49(59)42(64-44(57)32-21-15-10-16-22-32)40-47(7,34(54)23-35-48(40,25-60-35)65-29(4)53)41(55)38(61-27(2)51)36(26)46(49,5)6/h8-22,33-35,37-40,42,54,59H,23-25H2,1-7H3,(H,50,56)/t33-,34-,35-,37+,38-,39-,40+,42+,47-,48+,49-/m1/s1
• InChI Key: IHVCSECZNFZVKP-QXALKNGUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₅₃NO₁₅
• Molecular Weight: 895.90 g/mol
• Exact Mass: 895.34151998 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.6207	62.07%
OATP2B1 inhibitior	+	0.6038	60.38%
OATP1B1 inhibitior	-	0.5762	57.62%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8700	87.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9622	96.22%
P-glycoprotein inhibitior	+	0.7938	79.38%
P-glycoprotein substrate	+	0.9314	93.14%
CYP3A4 substrate	+	0.7856	78.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8908	89.08%
CYP2C8 inhibition	+	0.9586	95.86%
CYP inhibitory promiscuity	-	0.8432	84.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4602	46.02%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7880	78.80%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6309	63.09%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7784	77.84%
Acute Oral Toxicity (c)	III	0.5788	57.88%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.8142	81.42%
Thyroid receptor binding	+	0.7215	72.15%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	+	0.6248	62.48%
PPAR gamma	+	0.7974	79.74%
Honey bee toxicity	-	0.6358	63.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.73%	90.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	99.26%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	98.60%	81.11%
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.82%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	92.54%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	92.47%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.22%	96.47%
CHEMBL5028	O14672	ADAM10	91.19%	97.50%
CHEMBL2535	P11166	Glucose transporter	90.46%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.85%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.85%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.77%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.15%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.15%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	86.55%	92.98%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.02%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.30%	94.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.72%	89.44%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.92%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.14%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.40%	99.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.84%	92.67%
CHEMBL4267	P37173	TGF-beta receptor type II	80.20%	88.18%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.11%	98.75%

Plants that contains it

• Taxus canadensis

Cross-Links

• PubChem: 163046750
• LOTUS: LTS0029614
• wikiData: Q105113258