methyl (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(3S)-3-methyl-5-oxopentyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

Details

• Internal ID: 02e635cc-8c4f-43c7-93a3-ba3dccb0c160
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(3S)-3-methyl-5-oxopentyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
• SMILES (Canonical): CC(CCC1C(=C)CCC2C1(CCCC2(C)C(=O)OC)C)CC=O
• SMILES (Isomeric): C[C@@H](CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@]2(C)C(=O)OC)C)CC=O
• InChI: InChI=1S/C21H34O3/c1-15(11-14-22)7-9-17-16(2)8-10-18-20(17,3)12-6-13-21(18,4)19(23)24-5/h14-15,17-18H,2,6-13H2,1,3-5H3/t15-,17-,18+,20+,21-/m0/s1
• InChI Key: WPQMVASLVXEISM-SQFBREILSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.94
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7459	74.59%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6072	60.72%
OATP2B1 inhibitior	-	0.8660	86.60%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.8476	84.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8267	82.67%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5656	56.56%
CYP3A4 substrate	+	0.6614	66.14%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.6309	63.09%
CYP2C9 inhibition	-	0.8055	80.55%
CYP2C19 inhibition	-	0.6675	66.75%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8428	84.28%
CYP2C8 inhibition	-	0.8096	80.96%
CYP inhibitory promiscuity	-	0.6953	69.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8220	82.20%
Carcinogenicity (trinary)	Non-required	0.5952	59.52%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.8394	83.94%
Skin irritation	-	0.6838	68.38%
Skin corrosion	-	0.9834	98.34%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4321	43.21%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	-	0.5338	53.38%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8413	84.13%
Acute Oral Toxicity (c)	III	0.8337	83.37%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	-	0.5393	53.93%
PPAR gamma	-	0.6144	61.44%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	97.41%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.84%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.43%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.14%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.62%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.86%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.60%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.64%	91.19%
CHEMBL233	P35372	Mu opioid receptor	85.76%	97.93%
CHEMBL4072	P07858	Cathepsin B	85.63%	93.67%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.96%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.79%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.40%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.22%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.56%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.53%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.35%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.05%	90.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.58%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.06%	100.00%

Plants that contains it

• Juniperus communis
• Pinus elliottii
• Pinus resinosa

Cross-Links

• PubChem: 162968952
• LOTUS: LTS0191006
• wikiData: Q105310136