[(1S,2S,3R,4S,7R,9R,10S,15S)-4-acetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[[(E)-2-methylbut-2-enoyl]amino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11,12-dioxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Details

• Internal ID: d5f879ef-b96a-4768-8508-fd8edc4b419b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9R,10S,15S)-4-acetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[[(E)-2-methylbut-2-enoyl]amino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11,12-dioxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• InChI: InChI=1S/C43H49NO13/c1-8-22(2)37(50)44-31(25-15-11-9-12-16-25)33(48)39(52)55-27-20-43(53)36(56-38(51)26-17-13-10-14-18-26)34-41(7,35(49)32(47)30(23(27)3)40(43,5)6)28(46)19-29-42(34,21-54-29)57-24(4)45/h8-18,27-29,31,33-34,36,46,48,53H,19-21H2,1-7H3,(H,44,50)/b22-8+/t27-,28+,29+,31-,33+,34-,36-,41+,42-,43+/m0/s1
• InChI Key: CBCXLNKZLIRNPI-KIAQJTORSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉NO₁₃
• Molecular Weight: 787.80 g/mol
• Exact Mass: 787.32039062 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9470	94.70%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	+	0.5184	51.84%
OATP1B1 inhibitior	-	0.3449	34.49%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8500	85.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9732	97.32%
P-glycoprotein inhibitior	+	0.7979	79.79%
P-glycoprotein substrate	+	0.8776	87.76%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.9018	90.18%
CYP inhibitory promiscuity	-	0.8937	89.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4813	48.13%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6009	60.09%
skin sensitisation	-	0.8230	82.30%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.8204	82.04%
Androgen receptor binding	+	0.7928	79.28%
Thyroid receptor binding	+	0.7519	75.19%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.7943	79.43%
Honey bee toxicity	-	0.6152	61.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.69%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.03%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.52%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	92.97%	87.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.74%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.18%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.25%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	90.83%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.35%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.96%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	89.37%	92.98%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.21%	83.00%
CHEMBL2535	P11166	Glucose transporter	89.06%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.86%	94.08%
CHEMBL5028	O14672	ADAM10	88.54%	97.50%
CHEMBL3524	P56524	Histone deacetylase 4	88.30%	92.97%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.01%	81.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.44%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.50%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.89%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.77%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.48%	89.44%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.46%	96.47%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.06%	80.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.03%	85.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.69%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.94%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.50%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.26%	100.00%

Plants that contains it

• Taxus canadensis

Cross-Links

• PubChem: 10652866
• LOTUS: LTS0027160
• wikiData: Q104952225