methyl 2-[5-[(7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl)methoxy]-5-oxopent-3-en-2-yl]-5-methylcyclopentane-1-carboxylate

Details

• Internal ID: e0033c30-d79e-4bde-bbfb-e55ffe316848
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[5-[(7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl)methoxy]-5-oxopent-3-en-2-yl]-5-methylcyclopentane-1-carboxylate
• SMILES (Canonical): CC1CCC(C1C(=O)OC)C(C)C=CC(=O)OCC2(CCCC3(C2CC=C4C3CCC(C4)(C)C=C)C)C
• SMILES (Isomeric): CC1CCC(C1C(=O)OC)C(C)C=CC(=O)OCC2(CCCC3(C2CC=C4C3CCC(C4)(C)C=C)C)C
• InChI: InChI=1S/C33H50O4/c1-8-31(4)19-16-26-24(20-31)12-14-27-32(5,17-9-18-33(26,27)6)21-37-28(34)15-11-22(2)25-13-10-23(3)29(25)30(35)36-7/h8,11-12,15,22-23,25-27,29H,1,9-10,13-14,16-21H2,2-7H3
• InChI Key: VNRSZOKPUYDFGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀O₄
• Molecular Weight: 510.70 g/mol
• Exact Mass: 510.37091007 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 7.69
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.7071	70.71%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.7226	72.26%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.8781	87.81%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9753	97.53%
P-glycoprotein inhibitior	+	0.8254	82.54%
P-glycoprotein substrate	+	0.6212	62.12%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9121	91.21%
CYP3A4 inhibition	-	0.7381	73.81%
CYP2C9 inhibition	-	0.6792	67.92%
CYP2C19 inhibition	-	0.7248	72.48%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.7487	74.87%
CYP2C8 inhibition	+	0.7112	71.12%
CYP inhibitory promiscuity	-	0.5461	54.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8520	85.20%
Carcinogenicity (trinary)	Non-required	0.6081	60.81%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.6542	65.42%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8351	83.51%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	-	0.7341	73.41%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.7824	78.24%
Estrogen receptor binding	+	0.7571	75.71%
Androgen receptor binding	+	0.7551	75.51%
Thyroid receptor binding	+	0.5213	52.13%
Glucocorticoid receptor binding	+	0.7820	78.20%
Aromatase binding	+	0.6121	61.21%
PPAR gamma	+	0.5967	59.67%
Honey bee toxicity	-	0.6965	69.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.75%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.60%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	94.91%	94.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	94.36%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.50%	91.07%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.59%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.63%	95.89%
CHEMBL5028	O14672	ADAM10	86.18%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.15%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.86%	93.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.83%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.21%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.07%	94.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.04%	89.67%
CHEMBL340	P08684	Cytochrome P450 3A4	82.88%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	82.81%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.49%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.29%	92.88%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.15%	95.71%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.94%	86.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.92%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.74%	90.24%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.49%	95.27%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.46%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.79%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	80.01%	92.50%

Plants that contains it

• Nepeta tuberosa

Cross-Links

• PubChem: 163071746
• LOTUS: LTS0052056
• wikiData: Q105289892