[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-(butanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(2S,3R,4S,5R)-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: 9585cc3d-4011-4b1c-9bc6-03be10f529ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-(butanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CCCC(=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)O)C)OC(=O)C7=CC=CC=C7)O)O
• SMILES (Isomeric): CCCC(=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@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)(C(=O)[C@@H](C(=C2C)C3(C)C)O)C)OC(=O)C7=CC=CC=C7)O)O
• InChI: InChI=1S/C47H59NO17/c1-7-14-31(51)48-33(25-15-10-8-11-16-25)36(54)42(58)62-28-20-47(59)40(64-41(57)26-17-12-9-13-18-26)38-45(6,39(56)35(53)32(23(28)2)44(47,4)5)29(19-30-46(38,22-61-30)65-24(3)49)63-43-37(55)34(52)27(50)21-60-43/h8-13,15-18,27-30,33-38,40,43,50,52-55,59H,7,14,19-22H2,1-6H3,(H,48,51)/t27-,28+,29+,30-,33+,34+,35-,36-,37-,38+,40+,43+,45-,46+,47-/m1/s1
• InChI Key: CWZWURFOXDKAEB-OVSVXCLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₉NO₁₇
• Molecular Weight: 910.00 g/mol
• Exact Mass: 909.37829941 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7899	78.99%
Caco-2	-	0.8735	87.35%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6927	69.27%
OATP2B1 inhibitior	-	0.8675	86.75%
OATP1B1 inhibitior	+	0.6911	69.11%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.9100	91.00%
OCT2 inhibitior	-	0.8026	80.26%
BSEP inhibitior	+	0.9213	92.13%
P-glycoprotein inhibitior	+	0.7569	75.69%
P-glycoprotein substrate	+	0.8974	89.74%
CYP3A4 substrate	+	0.7590	75.90%
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	+	0.9066	90.66%
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	-	0.9082	90.82%
Skin irritation	-	0.7427	74.27%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7602	76.02%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5600	56.00%
skin sensitisation	-	0.8467	84.67%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	+	0.8274	82.74%
Androgen receptor binding	+	0.7982	79.82%
Thyroid receptor binding	+	0.6739	67.39%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.5834	58.34%
PPAR gamma	+	0.8122	81.22%
Honey bee toxicity	-	0.6394	63.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	99.91%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL2535	P11166	Glucose transporter	95.98%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.09%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.00%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.84%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.42%	96.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.18%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.50%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.87%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	88.79%	89.63%
CHEMBL5028	O14672	ADAM10	88.64%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.27%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.79%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	87.29%	92.98%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.47%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.32%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	85.89%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.79%	83.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.27%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.61%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.18%	94.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.23%	98.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.44%	95.83%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.07%	92.67%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 10700969
• NPASS: NPC289155