(2,9,10-Triacetyloxy-1-hydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl) 3-(dimethylamino)-3-phenylpropanoate

Details

• Internal ID: bec6f207-cc5d-4df3-ba8a-c5f3fdf1a3d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: (2,9,10-triacetyloxy-1-hydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-tricyclo[9.3.1.03,8]pentadec-11-enyl) 3-(dimethylamino)-3-phenylpropanoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)(CC1=O)O)OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)(CC1=O)O)OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H49NO10/c1-20-27(42)19-37(44)33(46-23(4)40)31-21(2)28(48-29(43)18-26(38(9)10)25-14-12-11-13-15-25)16-17-36(31,8)34(47-24(5)41)32(45-22(3)39)30(20)35(37,6)7/h11-15,26,28,31-34,44H,2,16-19H2,1,3-10H3
• InChI Key: ZJHORUWDAUIHTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₉NO₁₀
• Molecular Weight: 667.80 g/mol
• Exact Mass: 667.33564676 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.8185	81.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6498	64.98%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9506	95.06%
P-glycoprotein inhibitior	+	0.8545	85.45%
P-glycoprotein substrate	+	0.5671	56.71%
CYP3A4 substrate	+	0.7211	72.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	+	0.5771	57.71%
CYP2C9 inhibition	-	0.7776	77.76%
CYP2C19 inhibition	-	0.7769	77.69%
CYP2D6 inhibition	-	0.8559	85.59%
CYP1A2 inhibition	-	0.7498	74.98%
CYP2C8 inhibition	+	0.4910	49.10%
CYP inhibitory promiscuity	-	0.9393	93.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7818	78.18%
Carcinogenicity (trinary)	Non-required	0.5293	52.93%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4541	45.41%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5611	56.11%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6816	68.16%
Acute Oral Toxicity (c)	III	0.6410	64.10%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.6278	62.78%
Glucocorticoid receptor binding	+	0.8268	82.68%
Aromatase binding	+	0.6846	68.46%
PPAR gamma	+	0.7713	77.13%
Honey bee toxicity	-	0.6300	63.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.83%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.01%	94.62%
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.99%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.32%	91.19%
CHEMBL5028	O14672	ADAM10	88.59%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.88%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.57%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.18%	96.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.94%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.77%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.15%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	82.18%	98.10%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.71%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.51%	99.23%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 75013175
• LOTUS: LTS0240961
• wikiData: Q104247060