(1R,2R,4aS,7R,8aR)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalene-1,7-diol

Details

• Internal ID: d2557131-7d60-4763-9765-1ef5d9370d41
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,2R,4aS,7R,8aR)-2-(2-hydroxypropan-2-yl)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalene-1,7-diol
• SMILES (Canonical): CC12CCC(C(C1C(=C)C(CC2)O)O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@@H]([C@H]1C(=C)[C@@H](CC2)O)O)C(C)(C)O
• InChI: InChI=1S/C15H26O3/c1-9-11(16)6-8-15(4)7-5-10(14(2,3)18)13(17)12(9)15/h10-13,16-18H,1,5-8H2,2-4H3/t10-,11-,12-,13+,15+/m1/s1
• InChI Key: PJDGWXXYLXLWMB-NTASLKFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.86
• 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	+	0.9923	99.23%
Caco-2	+	0.5145	51.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4670	46.70%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.8176	81.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8432	84.32%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.8526	85.26%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7273	72.73%
CYP2C9 inhibition	-	0.7835	78.35%
CYP2C19 inhibition	-	0.7261	72.61%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8450	84.50%
CYP2C8 inhibition	-	0.7910	79.10%
CYP inhibitory promiscuity	-	0.7883	78.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.7996	79.96%
Skin irritation	+	0.5122	51.22%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.8323	83.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.7149	71.49%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5235	52.35%
skin sensitisation	-	0.5330	53.30%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6236	62.36%
Acute Oral Toxicity (c)	I	0.7675	76.75%
Estrogen receptor binding	-	0.5514	55.14%
Androgen receptor binding	-	0.5566	55.66%
Thyroid receptor binding	-	0.5078	50.78%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	-	0.6557	65.57%
PPAR gamma	-	0.6971	69.71%
Honey bee toxicity	-	0.9141	91.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	95.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.53%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.99%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.05%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	83.47%	99.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.14%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	82.12%	94.75%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 101324884
• LOTUS: LTS0001723
• wikiData: Q105209894