[(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,9,10,13-tetraacetyloxy-7,11-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-12-enyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 9ea2d066-9a56-428c-9a53-b3d6b21b2232
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2R,3R,5S,7S,8S,9R,10S,11S)-2,9,10,13-tetraacetyloxy-7,11-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-12-enyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=C(CC2C(C3C(=C)C(CC(C3(C(C(C1(C2(C)C)O)OC(=O)C)OC(=O)C)C)O)OC(=O)C=CC4=CC=CC=C4)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C(C[C@H]2[C@H]([C@@H]3C(=C)[C@H](C[C@@H]([C@]3([C@H]([C@@H]([C@@]1(C2(C)C)O)OC(=O)C)OC(=O)C)C)O)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H46O12/c1-19-27(49-30(43)16-15-25-13-11-10-12-14-25)18-29(42)36(9)31(19)32(46-22(4)39)26-17-28(45-21(3)38)20(2)37(44,35(26,7)8)34(48-24(6)41)33(36)47-23(5)40/h10-16,26-27,29,31-34,42,44H,1,17-18H2,2-9H3/b16-15+/t26-,27-,29-,31-,32+,33-,34-,36+,37-/m0/s1
• InChI Key: DBZFNHBVCLHAHY-SJYNCOLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₁₂
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.29892690 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	-	0.8413	84.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7156	71.56%
OATP2B1 inhibitior	-	0.5805	58.05%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.8460	84.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9056	90.56%
P-glycoprotein inhibitior	+	0.8324	83.24%
P-glycoprotein substrate	+	0.5251	52.51%
CYP3A4 substrate	+	0.6780	67.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.6540	65.40%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.7358	73.58%
CYP2D6 inhibition	-	0.8609	86.09%
CYP1A2 inhibition	-	0.7743	77.43%
CYP2C8 inhibition	+	0.7687	76.87%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5779	57.79%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.5891	58.91%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6728	67.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4001	40.01%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5106	51.06%
skin sensitisation	+	0.5127	51.27%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7156	71.56%
Acute Oral Toxicity (c)	III	0.5386	53.86%
Estrogen receptor binding	+	0.7550	75.50%
Androgen receptor binding	+	0.7360	73.60%
Thyroid receptor binding	+	0.6420	64.20%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.7808	78.08%
Honey bee toxicity	-	0.6590	65.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9958	99.58%

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	97.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.09%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.23%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.19%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.46%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	92.89%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.92%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.64%	94.08%
CHEMBL5028	O14672	ADAM10	85.36%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.85%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.16%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.66%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.11%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.04%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.48%	91.07%

Plants that contains it

• Taxus canadensis

Cross-Links

• PubChem: 11061424
• LOTUS: LTS0062129
• wikiData: Q104975040