(1R,3aR,6R,6aS,10aS)-1,4,8-trimethyl-6-(2-methylprop-1-enyl)-1,2,3,3a,6,6a,9,10-octahydrocyclopenta[j]naphthalene

Details

• Internal ID: 368aa403-13c4-43ef-8e67-ab94121d95c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,3aR,6R,6aS,10aS)-1,4,8-trimethyl-6-(2-methylprop-1-enyl)-1,2,3,3a,6,6a,9,10-octahydrocyclopenta[j]naphthalene
• SMILES (Canonical): CC1CCC2C13CCC(=CC3C(C=C2C)C=C(C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@]13CCC(=C[C@@H]3[C@@H](C=C2C)C=C(C)C)C
• InChI: InChI=1S/C20H30/c1-13(2)10-17-12-15(4)18-7-6-16(5)20(18)9-8-14(3)11-19(17)20/h10-12,16-19H,6-9H2,1-5H3/t16-,17-,18-,19-,20-/m1/s1
• InChI Key: GTRREZWKDFADOO-LASHMREHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀
• Molecular Weight: 270.50 g/mol
• Exact Mass: 270.234750957 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.92
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.9495	94.95%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6741	67.41%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6706	67.06%
P-glycoprotein inhibitior	-	0.8675	86.75%
P-glycoprotein substrate	-	0.7472	74.72%
CYP3A4 substrate	+	0.5807	58.07%
CYP2C9 substrate	-	0.6016	60.16%
CYP2D6 substrate	-	0.7254	72.54%
CYP3A4 inhibition	-	0.8478	84.78%
CYP2C9 inhibition	-	0.7435	74.35%
CYP2C19 inhibition	-	0.5947	59.47%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.8566	85.66%
CYP2C8 inhibition	-	0.7945	79.45%
CYP inhibitory promiscuity	-	0.5382	53.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4559	45.59%
Eye corrosion	-	0.9488	94.88%
Eye irritation	-	0.7607	76.07%
Skin irritation	-	0.6124	61.24%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7818	78.18%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5478	54.78%
skin sensitisation	+	0.8657	86.57%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.7177	71.77%
Estrogen receptor binding	-	0.5979	59.79%
Androgen receptor binding	+	0.5871	58.71%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	-	0.6469	64.69%
Aromatase binding	-	0.7778	77.78%
PPAR gamma	+	0.5853	58.53%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	91.96%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.51%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.25%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.08%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.81%	98.95%

Plants that contains it

• Salvia sclarea

Cross-Links

• PubChem: 162896052
• LOTUS: LTS0002238
• wikiData: Q105019369