[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12-trihydroxy-15-[(2R)-2-hydroxy-3-phenyl-3-(propanoylamino)propanoyl]oxy-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: 55745fd0-6d2b-4651-ad08-bf4a9389f70c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12-trihydroxy-15-[(2R)-2-hydroxy-3-phenyl-3-(propanoylamino)propanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CCC(=O)NC(C1=CC=CC=C1)C(C(=O)OC2CC3(C(C4C(C(CC5C4(CO5)OC(=O)C)O)(C(=O)C(C(=C2C)C3(C)C)O)C)OC(=O)C6=CC=CC=C6)O)O
• SMILES (Isomeric): CCC(=O)NC(C1=CC=CC=C1)[C@H](C(=O)O[C@H]2C[C@]3([C@H]([C@H]4[C@@]([C@H](C[C@@H]5[C@]4(CO5)OC(=O)C)O)(C(=O)[C@@H](C(=C2C)C3(C)C)O)C)OC(=O)C6=CC=CC=C6)O)O
• InChI: InChI=1S/C41H49NO13/c1-7-28(45)42-30(23-14-10-8-11-15-23)32(47)37(50)53-25-19-41(51)35(54-36(49)24-16-12-9-13-17-24)33-39(6,34(48)31(46)29(21(25)2)38(41,4)5)26(44)18-27-40(33,20-52-27)55-22(3)43/h8-17,25-27,30-33,35,44,46-47,51H,7,18-20H2,1-6H3,(H,42,45)/t25-,26-,27+,30?,31+,32+,33-,35-,39+,40-,41+/m0/s1
• InChI Key: ZOIZSANARCWOGD-IHSDODFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₉NO₁₃
• Molecular Weight: 763.80 g/mol
• Exact Mass: 763.32039062 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	+	0.5264	52.64%
OATP1B1 inhibitior	-	0.4555	45.55%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8700	87.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7877	78.77%
P-glycoprotein substrate	+	0.9131	91.31%
CYP3A4 substrate	+	0.7664	76.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.7147	71.47%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.8540	85.40%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.8686	86.86%
CYP2C8 inhibition	+	0.9428	94.28%
CYP inhibitory promiscuity	-	0.7577	75.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4810	48.10%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.7584	75.84%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7392	73.92%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.7392	73.92%
skin sensitisation	-	0.8227	82.27%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6772	67.72%
Acute Oral Toxicity (c)	III	0.6235	62.35%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.8460	84.60%
Thyroid receptor binding	+	0.7299	72.99%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	+	0.6329	63.29%
PPAR gamma	+	0.7791	77.91%
Honey bee toxicity	-	0.6467	64.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9855	98.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.93%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.31%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.21%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	94.88%	87.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.59%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.26%	95.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.85%	81.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.67%	96.47%
CHEMBL5028	O14672	ADAM10	90.30%	97.50%
CHEMBL2535	P11166	Glucose transporter	90.27%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.50%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.08%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.06%	94.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.90%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.89%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.85%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.49%	89.44%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.16%	82.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.77%	83.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.37%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.05%	96.90%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5316403
• NPASS: NPC200927