[(1S,2S,3R,4S,7R,9R,10S,15S)-4-acetyloxy-15-[(2R,3S)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-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: b379152f-1e9c-416f-ae9c-5c94d5bcf287
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9R,10S,15S)-4-acetyloxy-15-[(2R,3S)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11,12-dioxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CCCCCC(=O)NC(C1=CC=CC=C1)C(C(=O)OC2CC3(C(C4C(C(CC5C4(CO5)OC(=O)C)O)(C(=O)C(=O)C(=C2C)C3(C)C)C)OC(=O)C6=CC=CC=C6)O)O
• SMILES (Isomeric): CCCCCC(=O)N[C@@H](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(=O)C(=C2C)C3(C)C)C)OC(=O)C6=CC=CC=C6)O)O
• InChI: InChI=1S/C44H53NO13/c1-7-8-11-20-31(48)45-33(26-16-12-9-13-17-26)35(50)40(53)56-28-22-44(54)38(57-39(52)27-18-14-10-15-19-27)36-42(6,37(51)34(49)32(24(28)2)41(44,4)5)29(47)21-30-43(36,23-55-30)58-25(3)46/h9-10,12-19,28-30,33,35-36,38,47,50,54H,7-8,11,20-23H2,1-6H3,(H,45,48)/t28-,29+,30+,33-,35+,36-,38-,42+,43-,44+/m0/s1
• InChI Key: LRZMCWPHMHOWNG-GQAMTXKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₃NO₁₃
• Molecular Weight: 803.90 g/mol
• Exact Mass: 803.35169075 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6291	62.91%
OATP2B1 inhibitior	-	0.7325	73.25%
OATP1B1 inhibitior	-	0.3368	33.68%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.8500	85.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.9747	97.47%
P-glycoprotein inhibitior	+	0.7880	78.80%
P-glycoprotein substrate	+	0.9038	90.38%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	+	0.6018	60.18%
CYP2C9 inhibition	-	0.8098	80.98%
CYP2C19 inhibition	-	0.7766	77.66%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.8297	82.97%
CYP2C8 inhibition	+	0.9063	90.63%
CYP inhibitory promiscuity	-	0.6155	61.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4776	47.76%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7378	73.78%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7526	75.26%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6067	60.67%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.8527	85.27%
Androgen receptor binding	+	0.7881	78.81%
Thyroid receptor binding	+	0.6779	67.79%
Glucocorticoid receptor binding	+	0.7840	78.40%
Aromatase binding	+	0.6305	63.05%
PPAR gamma	+	0.8015	80.15%
Honey bee toxicity	-	0.7057	70.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9919	99.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.78%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.48%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.76%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.39%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.75%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.29%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	93.29%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	92.77%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.12%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	91.58%	92.97%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.80%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.25%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.28%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	88.90%	91.19%
CHEMBL2535	P11166	Glucose transporter	88.73%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.00%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.57%	92.98%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.55%	83.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.46%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.04%	85.14%
CHEMBL5028	O14672	ADAM10	86.85%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.72%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.08%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.71%	94.08%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.49%	87.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.00%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.98%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.32%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.05%	92.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.90%	89.44%

Plants that contains it

• Taxus brevifolia

Cross-Links

• PubChem: 10417907
• NPASS: NPC3125