3-(2-hydroxypropan-2-yl)-4a,5-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-2,7-diol

Details

• Internal ID: b04e24c8-e652-4514-87ee-57bfc40483a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3-(2-hydroxypropan-2-yl)-4a,5-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalene-2,7-diol
• SMILES (Canonical): CC1CC(C=C2C1(CC(C(C2)O)C(C)(C)O)C)O
• SMILES (Isomeric): CC1CC(C=C2C1(CC(C(C2)O)C(C)(C)O)C)O
• InChI: InChI=1S/C15H26O3/c1-9-5-11(16)6-10-7-13(17)12(14(2,3)18)8-15(9,10)4/h6,9,11-13,16-18H,5,7-8H2,1-4H3
• InChI Key: GBMZPPIIMNRLLC-UHFFFAOYSA-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: 1.80
• 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	+	0.9958	99.58%
Caco-2	+	0.6923	69.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5738	57.38%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8587	85.87%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.6976	69.76%
CYP3A4 substrate	+	0.5531	55.31%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7881	78.81%
CYP2C9 inhibition	-	0.8188	81.88%
CYP2C19 inhibition	-	0.7336	73.36%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	-	0.7760	77.60%
CYP inhibitory promiscuity	-	0.7140	71.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5417	54.17%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8627	86.27%
Skin irritation	-	0.5635	56.35%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5878	58.78%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.5802	58.02%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7551	75.51%
Acute Oral Toxicity (c)	I	0.6146	61.46%
Estrogen receptor binding	-	0.7357	73.57%
Androgen receptor binding	-	0.6960	69.60%
Thyroid receptor binding	+	0.5764	57.64%
Glucocorticoid receptor binding	-	0.5420	54.20%
Aromatase binding	-	0.5286	52.86%
PPAR gamma	-	0.7819	78.19%
Honey bee toxicity	-	0.8179	81.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	96.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.36%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.68%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.35%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.26%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.95%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	82.60%	97.79%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.10%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.37%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.17%	97.14%

Plants that contains it

• Ursinia trifida

Cross-Links

• PubChem: 162911253
• LOTUS: LTS0199967
• wikiData: Q105005956