[(1R,2R,3R,8R,9R,10R,13S)-2,9,10,13-tetraacetyloxy-8,12,15,15-tetramethyl-4-tricyclo[9.3.1.03,8]pentadeca-4,11-dienyl]methyl (E)-3-phenylprop-2-enoate

Details

• Internal ID: 3d75113c-180c-4a11-9d27-36f4db59208b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,3R,8R,9R,10R,13S)-2,9,10,13-tetraacetyloxy-8,12,15,15-tetramethyl-4-tricyclo[9.3.1.03,8]pentadeca-4,11-dienyl]methyl (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=C2C(C(C3(CCC=C(C3C(C(C2(C)C)CC1OC(=O)C)OC(=O)C)COC(=O)C=CC4=CC=CC=C4)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CCC=C([C@H]3[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)COC(=O)/C=C/C4=CC=CC=C4)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H46O10/c1-21-29(44-22(2)38)19-28-33(45-23(3)39)32-27(20-43-30(42)17-16-26-13-10-9-11-14-26)15-12-18-37(32,8)35(47-25(5)41)34(46-24(4)40)31(21)36(28,6)7/h9-11,13-17,28-29,32-35H,12,18-20H2,1-8H3/b17-16+/t28-,29-,32-,33+,34+,35-,37+/m0/s1
• InChI Key: CCHLPDSWJHJSRB-LAGURDHDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₁₀
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.30909766 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	-	0.7848	78.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8974	89.74%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	+	0.7909	79.09%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9199	91.99%
P-glycoprotein substrate	-	0.5063	50.63%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.6089	60.89%
CYP2C9 inhibition	-	0.7100	71.00%
CYP2C19 inhibition	-	0.6856	68.56%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.8153	81.53%
CYP2C8 inhibition	+	0.8825	88.25%
CYP inhibitory promiscuity	-	0.6680	66.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5941	59.41%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.6618	66.18%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.7917	79.17%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7588	75.88%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.6017	60.17%
Glucocorticoid receptor binding	+	0.8470	84.70%
Aromatase binding	+	0.6262	62.62%
PPAR gamma	+	0.8047	80.47%
Honey bee toxicity	-	0.6479	64.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.61%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.74%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.59%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.47%	90.17%
CHEMBL2039	P27338	Monoamine oxidase B	91.54%	92.51%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.25%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL5028	O14672	ADAM10	89.17%	97.50%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.93%	94.08%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.02%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.13%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.86%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	84.48%	91.49%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.42%	89.44%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.32%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.09%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.06%	97.25%
CHEMBL4208	P20618	Proteasome component C5	81.63%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.29%	97.09%

Plants that contains it

• Taxus canadensis

Cross-Links

• PubChem: 21606565
• LOTUS: LTS0233225
• wikiData: Q104953326