(2R)-2-[(2R,5R,8R,8aR)-5-hydroxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]propane-1,2-diol

Details

• Internal ID: 74630014-08fe-4e59-8c9e-41ee955b560b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (2R)-2-[(2R,5R,8R,8aR)-5-hydroxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]propane-1,2-diol
• SMILES (Canonical): CC1CCC(C2=CCC(CC12C)C(C)(CO)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H](C2=CC[C@H](C[C@]12C)[C@](C)(CO)O)O
• InChI: InChI=1S/C15H26O3/c1-10-4-7-13(17)12-6-5-11(8-14(10,12)2)15(3,18)9-16/h6,10-11,13,16-18H,4-5,7-9H2,1-3H3/t10-,11-,13-,14-,15+/m1/s1
• InChI Key: ZHEFLRLQAKKPDL-BBIZWXPBSA-N
• Popularity: 0 references 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: 1.20
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.7276	72.76%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7258	72.58%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5833	58.33%
BSEP inhibitior	-	0.7956	79.56%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.7391	73.91%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.6987	69.87%
CYP2C9 inhibition	-	0.8701	87.01%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	-	0.7049	70.49%
CYP inhibitory promiscuity	-	0.8861	88.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6834	68.34%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.5795	57.95%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.7644	76.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.6442	64.42%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6141	61.41%
skin sensitisation	-	0.7986	79.86%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.6436	64.36%
Estrogen receptor binding	-	0.5341	53.41%
Androgen receptor binding	-	0.7607	76.07%
Thyroid receptor binding	+	0.6937	69.37%
Glucocorticoid receptor binding	+	0.6235	62.35%
Aromatase binding	+	0.5996	59.96%
PPAR gamma	-	0.8385	83.85%
Honey bee toxicity	-	0.9442	94.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9623	96.23%

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	98.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.37%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL1871	P10275	Androgen Receptor	86.21%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.80%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.46%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 162968941
• LOTUS: LTS0135983
• wikiData: Q105375666