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

Details

• Internal ID: f857a87f-f618-4c18-96af-6e169737f4b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(E)-3-phenylprop-2-enoyl]oxy-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)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)C=CC6=CC=CC=C6)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]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC(=O)/C=C/C6=CC=CC=C6)C)OC(=O)C
• InChI: InChI=1S/C40H44O12/c1-22-27(43)20-40(47)35(51-36(46)26-15-11-8-12-16-26)33-38(6,34(45)32(49-23(2)41)31(22)37(40,4)5)28(19-29-39(33,21-48-29)52-24(3)42)50-30(44)18-17-25-13-9-7-10-14-25/h7-18,27-29,32-33,35,43,47H,19-21H2,1-6H3/b18-17+/t27-,28-,29+,32+,33-,35-,38+,39-,40+/m0/s1
• InChI Key: KJTRBZPWJVVXIE-ODILUHENSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₁₂
• Molecular Weight: 716.80 g/mol
• Exact Mass: 716.28327683 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	-	0.8367	83.67%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	0.5900	59.00%
OATP1B1 inhibitior	+	0.7658	76.58%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9889	98.89%
P-glycoprotein inhibitior	+	0.8727	87.27%
P-glycoprotein substrate	+	0.8058	80.58%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7624	76.24%
CYP2C19 inhibition	-	0.8309	83.09%
CYP2D6 inhibition	-	0.8764	87.64%
CYP1A2 inhibition	-	0.7292	72.92%
CYP2C8 inhibition	+	0.8975	89.75%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4468	44.68%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.6981	69.81%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5838	58.38%
skin sensitisation	-	0.7267	72.67%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5442	54.42%
Acute Oral Toxicity (c)	III	0.6075	60.75%
Estrogen receptor binding	+	0.8159	81.59%
Androgen receptor binding	+	0.7900	79.00%
Thyroid receptor binding	+	0.6734	67.34%
Glucocorticoid receptor binding	+	0.7928	79.28%
Aromatase binding	+	0.6388	63.88%
PPAR gamma	+	0.7749	77.49%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.98%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.09%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.30%	81.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.87%	93.99%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.49%	95.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	94.46%	87.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.38%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.74%	96.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.62%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	89.32%	92.98%
CHEMBL5028	O14672	ADAM10	89.21%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	88.85%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.22%	83.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.19%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.77%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.66%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.65%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.84%	94.08%
CHEMBL4208	P20618	Proteasome component C5	84.83%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.01%	93.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.33%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.43%	91.19%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.06%	96.25%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 163104717
• LOTUS: LTS0258107
• wikiData: Q105141968