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

Details

• Internal ID: 97e98545-5a2e-4126-a872-23b6b507e690
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(3S)-3-methylpent-4-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
• SMILES (Canonical): CC(CCC1C(=C)CCC2C1(CCCC2(C)C(=O)OC)C)C=C
• SMILES (Isomeric): C[C@@H](CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@]2(C)C(=O)OC)C)C=C
• InChI: InChI=1S/C21H34O2/c1-7-15(2)9-11-17-16(3)10-12-18-20(17,4)13-8-14-21(18,5)19(22)23-6/h7,15,17-18H,1,3,8-14H2,2,4-6H3/t15-,17+,18-,20-,21+/m1/s1
• InChI Key: WFJMWMGFBGFWGK-APOUVHJUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.50 g/mol
• Exact Mass: 318.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.54
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7765	77.65%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3765	37.65%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	-	0.2915	29.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6390	63.90%
P-glycoprotein inhibitior	-	0.6385	63.85%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.8090	80.90%
CYP2C9 inhibition	-	0.7054	70.54%
CYP2C19 inhibition	+	0.5258	52.58%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.7765	77.65%
CYP2C8 inhibition	-	0.8331	83.31%
CYP inhibitory promiscuity	-	0.6053	60.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7920	79.20%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.8414	84.14%
Skin irritation	-	0.6780	67.80%
Skin corrosion	-	0.9901	99.01%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3976	39.76%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	+	0.5226	52.26%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8083	80.83%
Acute Oral Toxicity (c)	III	0.8556	85.56%
Estrogen receptor binding	+	0.6315	63.15%
Androgen receptor binding	+	0.5605	56.05%
Thyroid receptor binding	+	0.5739	57.39%
Glucocorticoid receptor binding	+	0.7060	70.60%
Aromatase binding	-	0.5462	54.62%
PPAR gamma	-	0.5314	53.14%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.34%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.52%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.84%	91.07%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.97%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.85%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.73%	95.56%
CHEMBL233	P35372	Mu opioid receptor	84.72%	97.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.71%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.27%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.20%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.15%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.61%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.92%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.60%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.69%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.33%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.16%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.96%	89.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.88%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.59%	91.03%

Plants that contains it

• Pinus sibirica

Cross-Links

• PubChem: 101160945
• LOTUS: LTS0210936
• wikiData: Q104253483