(1R,4R,4aS,6R,8aS)-1,6-dimethyl-4-propan-2-yl-3,4,4a,5,7,8-hexahydro-2H-naphthalene-1,6,8a-triol

Details

• Internal ID: b8cf4a96-e98e-42d9-be5e-f493281288df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4R,4aS,6R,8aS)-1,6-dimethyl-4-propan-2-yl-3,4,4a,5,7,8-hexahydro-2H-naphthalene-1,6,8a-triol
• InChI: InChI=1S/C15H28O3/c1-10(2)11-5-6-14(4,17)15(18)8-7-13(3,16)9-12(11)15/h10-12,16-18H,5-9H2,1-4H3/t11-,12+,13-,14-,15+/m1/s1
• InChI Key: RJFZKASCQJPZRY-KHMAMNHCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₃
• Molecular Weight: 256.38 g/mol
• Exact Mass: 256.20384475 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.6666	66.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	0.8461	84.61%
OATP1B1 inhibitior	+	0.9698	96.98%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8758	87.58%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.8344	83.44%
CYP3A4 substrate	+	0.5324	53.24%
CYP2C9 substrate	-	0.5790	57.90%
CYP2D6 substrate	-	0.7235	72.35%
CYP3A4 inhibition	-	0.8757	87.57%
CYP2C9 inhibition	-	0.8895	88.95%
CYP2C19 inhibition	-	0.8353	83.53%
CYP2D6 inhibition	-	0.9704	97.04%
CYP1A2 inhibition	-	0.7773	77.73%
CYP2C8 inhibition	-	0.9121	91.21%
CYP inhibitory promiscuity	-	0.9661	96.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.5065	50.65%
Skin irritation	+	0.5281	52.81%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6366	63.66%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5346	53.46%
skin sensitisation	-	0.5641	56.41%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.7273	72.73%
Estrogen receptor binding	-	0.5311	53.11%
Androgen receptor binding	+	0.5390	53.90%
Thyroid receptor binding	+	0.5482	54.82%
Glucocorticoid receptor binding	-	0.4637	46.37%
Aromatase binding	-	0.5173	51.73%
PPAR gamma	-	0.8003	80.03%
Honey bee toxicity	-	0.8602	86.02%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9559	95.59%

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	95.63%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.38%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.16%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.66%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.48%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.87%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.27%	96.61%
CHEMBL1871	P10275	Androgen Receptor	83.93%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.25%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.93%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.63%	92.78%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 162868175
• LOTUS: LTS0117149
• wikiData: Q105237450