2-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 3daebfec-7951-4677-83ec-7147917abfa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CC3=CC(=O)C=CC3=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2CC3=CC(=O)C=CC3=O)(C)C
• InChI: InChI=1S/C21H28O2/c1-14-6-9-19-20(2,3)10-5-11-21(19,4)17(14)13-15-12-16(22)7-8-18(15)23/h7-8,12,17,19H,1,5-6,9-11,13H2,2-4H3/t17-,19-,21+/m0/s1
• InChI Key: ZRLCSLPEEURTPE-HFSMHLIXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.81
• 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	+	0.9969	99.69%
Caco-2	+	0.7792	77.92%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6670	66.70%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	-	0.2463	24.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6262	62.62%
P-glycoprotein inhibitior	-	0.5954	59.54%
P-glycoprotein substrate	-	0.8534	85.34%
CYP3A4 substrate	+	0.6475	64.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.6560	65.60%
CYP2C19 inhibition	+	0.5320	53.20%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.7279	72.79%
CYP2C8 inhibition	-	0.6333	63.33%
CYP inhibitory promiscuity	-	0.6120	61.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9351	93.51%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5052	50.52%
skin sensitisation	+	0.7659	76.59%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.7998	79.98%
Estrogen receptor binding	+	0.5716	57.16%
Androgen receptor binding	+	0.6602	66.02%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.6536	65.36%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.5687	56.87%
Honey bee toxicity	-	0.9244	92.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	97.61%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.04%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.62%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.89%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.00%	94.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11186050
• LOTUS: LTS0106872
• wikiData: Q105382069