[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R)-3-(butanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,9,12-trihydroxy-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: 2af69a47-8fbb-47fe-923b-ddc423c1f349
• 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)-3-(butanoylamino)-2-hydroxy-3-phenylpropanoyl]oxy-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-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)O)(C(=O)C(C(=C2C)C3(C)C)O)C)OC(=O)C6=CC=CC=C6)O)O
• SMILES (Isomeric): CCCC(=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)O)(C(=O)[C@@H](C(=C2C)C3(C)C)O)C)OC(=O)C6=CC=CC=C6)O)O
• InChI: InChI=1S/C42H51NO13/c1-7-14-29(46)43-31(24-15-10-8-11-16-24)33(48)38(51)54-26-20-42(52)36(55-37(50)25-17-12-9-13-18-25)34-40(6,35(49)32(47)30(22(26)2)39(42,4)5)27(45)19-28-41(34,21-53-28)56-23(3)44/h8-13,15-18,26-28,31-34,36,45,47-48,52H,7,14,19-21H2,1-6H3,(H,43,46)/t26-,27-,28+,31?,32+,33+,34-,36-,40+,41-,42+/m0/s1
• InChI Key: WIEAOVPVSUSLBQ-HGCJJMROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₁NO₁₃
• Molecular Weight: 777.90 g/mol
• Exact Mass: 777.33604068 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	-	0.8781	87.81%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6088	60.88%
OATP2B1 inhibitior	-	0.6053	60.53%
OATP1B1 inhibitior	-	0.4586	45.86%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.8700	87.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.9639	96.39%
P-glycoprotein inhibitior	+	0.7828	78.28%
P-glycoprotein substrate	+	0.9243	92.43%
CYP3A4 substrate	+	0.7628	76.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	+	0.5373	53.73%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.8153	81.53%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.8449	84.49%
CYP2C8 inhibition	+	0.9404	94.04%
CYP inhibitory promiscuity	-	0.7164	71.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4907	49.07%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7219	72.19%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.7392	73.92%
skin sensitisation	-	0.8406	84.06%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.8358	83.58%
Androgen receptor binding	+	0.8420	84.20%
Thyroid receptor binding	+	0.7243	72.43%
Glucocorticoid receptor binding	+	0.7784	77.84%
Aromatase binding	+	0.6202	62.02%
PPAR gamma	+	0.7851	78.51%
Honey bee toxicity	-	0.6476	64.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.95%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.85%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.01%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.39%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.35%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.00%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.18%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.68%	99.17%
CHEMBL5028	O14672	ADAM10	89.56%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.20%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	89.14%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	89.11%	91.49%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.91%	87.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.84%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.57%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.50%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.22%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.32%	94.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.11%	96.90%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.10%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.57%	98.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.34%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	81.26%	92.98%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.16%	81.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.95%	97.14%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5316396
• NPASS: NPC179899