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

Details

• Internal ID: 21d7bee0-463f-4793-b2de-547cedb0eb5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (2R)-2-[(2R,8R,8aR)-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]propane-1,2-diol
• SMILES (Canonical): CC1CCCC2=CCC(CC12C)C(C)(CO)O
• SMILES (Isomeric): C[C@@H]1CCCC2=CC[C@H](C[C@]12C)[C@](C)(CO)O
• InChI: InChI=1S/C15H26O2/c1-11-5-4-6-12-7-8-13(9-14(11,12)2)15(3,17)10-16/h7,11,13,16-17H,4-6,8-10H2,1-3H3/t11-,13-,14-,15+/m1/s1
• InChI Key: XJXXJYGANFEEDD-NGFQHRJXSA-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: 2.70
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8830	88.30%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5475	54.75%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7759	77.59%
P-glycoprotein inhibitior	-	0.9646	96.46%
P-glycoprotein substrate	-	0.7942	79.42%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	-	0.5618	56.18%
CYP2D6 substrate	-	0.7902	79.02%
CYP3A4 inhibition	-	0.6718	67.18%
CYP2C9 inhibition	-	0.7940	79.40%
CYP2C19 inhibition	-	0.7483	74.83%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	-	0.8177	81.77%
CYP2C8 inhibition	-	0.6358	63.58%
CYP inhibitory promiscuity	-	0.7646	76.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.7056	70.56%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.8537	85.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5388	53.88%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5805	58.05%
skin sensitisation	-	0.6713	67.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7239	72.39%
Acute Oral Toxicity (c)	III	0.6651	66.51%
Estrogen receptor binding	-	0.7096	70.96%
Androgen receptor binding	-	0.7728	77.28%
Thyroid receptor binding	+	0.5790	57.90%
Glucocorticoid receptor binding	+	0.5636	56.36%
Aromatase binding	+	0.5907	59.07%
PPAR gamma	-	0.8884	88.84%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	99.53%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.89%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.19%	93.99%
CHEMBL1871	P10275	Androgen Receptor	83.01%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.72%	94.75%

Plants that contains it

• Leucas neufliseana
• Marrubium friwaldskyanum
• Marrubium thessalum
• Marrubium velutinum
• Nicotiana tabacum

Cross-Links

• PubChem: 162922156
• LOTUS: LTS0020259
• wikiData: Q105181960