(1R,4S,4aR,8aR)-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,7,8-hexahydronaphthalene-1,4-diol

Details

• Internal ID: 6d1474a3-7500-4a3b-ad50-837240a570e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4S,4aR,8aR)-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,7,8-hexahydronaphthalene-1,4-diol
• SMILES (Canonical): CC(C)C1=CC2C(CC1)(C(CCC2(C)O)O)C
• SMILES (Isomeric): CC(C)C1=C[C@@H]2[C@@](CC1)([C@@H](CC[C@]2(C)O)O)C
• InChI: InChI=1S/C15H26O2/c1-10(2)11-5-7-14(3)12(9-11)15(4,17)8-6-13(14)16/h9-10,12-13,16-17H,5-8H2,1-4H3/t12-,13-,14-,15+/m1/s1
• InChI Key: RGIVMNUHSHEEPN-TUVASFSCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5943	59.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8727	87.27%
P-glycoprotein inhibitior	-	0.9176	91.76%
P-glycoprotein substrate	-	0.8787	87.87%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7686	76.86%
CYP2C9 inhibition	-	0.9021	90.21%
CYP2C19 inhibition	-	0.7539	75.39%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8090	80.90%
CYP2C8 inhibition	-	0.8607	86.07%
CYP inhibitory promiscuity	-	0.7373	73.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.7702	77.02%
Skin irritation	+	0.5432	54.32%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7050	70.50%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5628	56.28%
skin sensitisation	+	0.6694	66.94%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7574	75.74%
Acute Oral Toxicity (c)	III	0.8378	83.78%
Estrogen receptor binding	-	0.7072	70.72%
Androgen receptor binding	-	0.6722	67.22%
Thyroid receptor binding	+	0.6141	61.41%
Glucocorticoid receptor binding	-	0.5774	57.74%
Aromatase binding	-	0.5340	53.40%
PPAR gamma	-	0.8105	81.05%
Honey bee toxicity	-	0.8298	82.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	94.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.09%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.15%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.13%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.17%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	83.59%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	83.03%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.64%	90.17%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 14396689
• LOTUS: LTS0252181
• wikiData: Q105235884