methyl 7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate

Details

• Internal ID: 134733eb-0f11-4c98-be4c-611b7e5bbaee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC3C2=CCC(C3)(C)C=C)(C)C(=O)OC
• SMILES (Isomeric): CC12CCCC(C1CCC3C2=CCC(C3)(C)C=C)(C)C(=O)OC
• InChI: InChI=1S/C21H32O2/c1-6-19(2)13-10-16-15(14-19)8-9-17-20(16,3)11-7-12-21(17,4)18(22)23-5/h6,10,15,17H,1,7-9,11-14H2,2-5H3
• InChI Key: ZDKRUBUMOILNFK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8239	82.39%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.3826	38.26%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.8503	85.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7003	70.03%
P-glycoprotein inhibitior	-	0.5937	59.37%
P-glycoprotein substrate	-	0.7968	79.68%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.8186	81.86%
CYP2C9 inhibition	+	0.5584	55.84%
CYP2C19 inhibition	+	0.6994	69.94%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.7691	76.91%
CYP2C8 inhibition	+	0.4616	46.16%
CYP inhibitory promiscuity	-	0.7958	79.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5569	55.69%
Eye corrosion	-	0.9606	96.06%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9890	98.90%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6559	65.59%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5469	54.69%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.8570	85.70%
Estrogen receptor binding	+	0.7315	73.15%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	+	0.6513	65.13%
Aromatase binding	+	0.5922	59.22%
PPAR gamma	-	0.6228	62.28%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	96.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.32%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.79%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL240	Q12809	HERG	84.34%	89.76%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.70%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.67%	91.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.26%	95.50%

Plants that contains it

• Crassothonna cylindrica
• Mikania triangularis

Cross-Links

• PubChem: 14239492
• LOTUS: LTS0003073
• wikiData: Q105372328