[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Details

• Internal ID: 1caf3025-5d38-4c03-951f-f5ca7844debc
• 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-[(2R)-3-(hexanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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)OC6C(C(C(CO6)O)O)O)(C(=O)C(C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C7=CC=CC=C7)O)O
• SMILES (Isomeric): CCCCCC(=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)OC6[C@H]([C@@H]([C@H](CO6)O)O)O)(C(=O)[C@@H](C(=C2C)C3(C)C)OC(=O)C)C)OC(=O)C7=CC=CC=C7)O)O
• InChI: InChI=1S/C51H65NO18/c1-8-9-12-21-35(56)52-37(29-17-13-10-14-18-29)39(58)46(62)67-32-23-51(63)44(69-45(61)30-19-15-11-16-20-30)42-49(7,43(60)41(66-27(3)53)36(26(32)2)48(51,5)6)33(22-34-50(42,25-65-34)70-28(4)54)68-47-40(59)38(57)31(55)24-64-47/h10-11,13-20,31-34,37-42,44,47,55,57-59,63H,8-9,12,21-25H2,1-7H3,(H,52,56)/t31-,32-,33-,34+,37?,38+,39+,40-,41+,42-,44-,47?,49+,50-,51+/m0/s1
• InChI Key: PRSNJXPAQBUJBL-JRIRFPIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₅NO₁₈
• Molecular Weight: 980.10 g/mol
• Exact Mass: 979.42016422 g/mol
• Topological Polar Surface Area (TPSA): 280.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7899	78.99%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6927	69.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3596	35.96%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.9100	91.00%
OCT2 inhibitior	-	0.8026	80.26%
BSEP inhibitior	+	0.9589	95.89%
P-glycoprotein inhibitior	+	0.7568	75.68%
P-glycoprotein substrate	+	0.9151	91.51%
CYP3A4 substrate	+	0.7665	76.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.6451	64.51%
CYP2C9 inhibition	-	0.8429	84.29%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8573	85.73%
CYP2C8 inhibition	+	0.9250	92.50%
CYP inhibitory promiscuity	-	0.7718	77.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4644	46.44%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.7427	74.27%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5005	50.05%
skin sensitisation	-	0.8467	84.67%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6331	63.31%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7915	79.15%
Thyroid receptor binding	+	0.6640	66.40%
Glucocorticoid receptor binding	+	0.7905	79.05%
Aromatase binding	+	0.6276	62.76%
PPAR gamma	+	0.8351	83.51%
Honey bee toxicity	-	0.6588	65.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.83%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.80%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.52%	89.63%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.44%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.27%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.76%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	95.67%	87.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL2535	P11166	Glucose transporter	94.87%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.93%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.33%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.20%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.89%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.27%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	90.42%	92.98%
CHEMBL2996	Q05655	Protein kinase C delta	89.53%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.05%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.88%	83.00%
CHEMBL5028	O14672	ADAM10	87.73%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.18%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.05%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.54%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.01%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	84.30%	91.49%
CHEMBL299	P17252	Protein kinase C alpha	83.16%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	83.15%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.82%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.37%	94.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.34%	81.11%
CHEMBL4267	P37173	TGF-beta receptor type II	81.89%	88.18%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.72%	94.62%
CHEMBL3524	P56524	Histone deacetylase 4	80.61%	92.97%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.02%	97.21%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.01%	92.67%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5315362
• NPASS: NPC241312