[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-(2,3-dihydroxy-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: 8aa900ef-5748-43c0-b2bb-ea8487dfd9e3
• 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-15-(2,3-dihydroxy-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)O)O)O)OC(=O)C6=CC=CC=C6)(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(C(C5=CC=CC=C5)O)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)OC(=O)C
• InChI: InChI=1S/C40H46O14/c1-20-25(52-36(48)30(45)29(44)23-13-9-7-10-14-23)18-40(49)34(53-35(47)24-15-11-8-12-16-24)32-38(6,26(43)17-27-39(32,19-50-27)54-22(3)42)33(46)31(51-21(2)41)28(20)37(40,4)5/h7-16,25-27,29-32,34,43-45,49H,17-19H2,1-6H3/t25-,26-,27+,29?,30?,31+,32-,34-,38+,39-,40+/m0/s1
• InChI Key: UNCQAFYASAWAFL-VFVYJULOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆O₁₄
• Molecular Weight: 750.80 g/mol
• Exact Mass: 750.28875614 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	+	0.5180	51.80%
OATP1B1 inhibitior	-	0.5102	51.02%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9520	95.20%
P-glycoprotein inhibitior	+	0.8028	80.28%
P-glycoprotein substrate	+	0.9069	90.69%
CYP3A4 substrate	+	0.7625	76.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.7934	79.34%
CYP2C9 inhibition	-	0.7760	77.60%
CYP2C19 inhibition	-	0.8080	80.80%
CYP2D6 inhibition	-	0.8803	88.03%
CYP1A2 inhibition	-	0.6817	68.17%
CYP2C8 inhibition	+	0.9442	94.42%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4538	45.38%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.7066	70.66%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6667	66.67%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6588	65.88%
skin sensitisation	-	0.7260	72.60%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4831	48.31%
Acute Oral Toxicity (c)	III	0.5972	59.72%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	+	0.8115	81.15%
Thyroid receptor binding	+	0.6756	67.56%
Glucocorticoid receptor binding	+	0.7457	74.57%
Aromatase binding	+	0.6114	61.14%
PPAR gamma	+	0.7749	77.49%
Honey bee toxicity	-	0.6268	62.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.58%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.37%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.20%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	97.03%	87.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.07%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.43%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.05%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.53%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	92.11%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	92.07%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.84%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.26%	83.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.07%	89.44%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.20%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.62%	97.09%
CHEMBL2535	P11166	Glucose transporter	88.43%	98.75%
CHEMBL5028	O14672	ADAM10	88.42%	97.50%
CHEMBL4267	P37173	TGF-beta receptor type II	86.49%	88.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.30%	92.98%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.17%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.12%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.97%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.47%	97.14%
CHEMBL4208	P20618	Proteasome component C5	80.88%	90.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.79%	94.97%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5315419
• NPASS: NPC34333