(4aR)-7-[(2R)-1,2-dihydroxypropan-2-yl]-1,4a-dimethyl-3,4,5,6-tetrahydronaphthalen-2-one

Details

• Internal ID: 21085b02-69d9-4690-987e-39ee6c121bba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aR)-7-[(2R)-1,2-dihydroxypropan-2-yl]-1,4a-dimethyl-3,4,5,6-tetrahydronaphthalen-2-one
• SMILES (Canonical): CC1=C2C=C(CCC2(CCC1=O)C)C(C)(CO)O
• SMILES (Isomeric): CC1=C2C=C(CC[C@@]2(CCC1=O)C)[C@](C)(CO)O
• InChI: InChI=1S/C15H22O3/c1-10-12-8-11(15(3,18)9-16)4-6-14(12,2)7-5-13(10)17/h8,16,18H,4-7,9H2,1-3H3/t14-,15+/m1/s1
• InChI Key: FPOORCYPPCUIJT-CABCVRRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 3
• 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	+	0.9936	99.36%
Caco-2	+	0.8573	85.73%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8496	84.96%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5602	56.02%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9202	92.02%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.7276	72.76%
CYP2C9 inhibition	-	0.8523	85.23%
CYP2C19 inhibition	-	0.8449	84.49%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.8853	88.53%
CYP2C8 inhibition	-	0.9260	92.60%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6695	66.95%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.4883	48.83%
Skin irritation	-	0.5325	53.25%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8264	82.64%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5661	56.61%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5850	58.50%
Acute Oral Toxicity (c)	III	0.6815	68.15%
Estrogen receptor binding	-	0.6995	69.95%
Androgen receptor binding	+	0.5234	52.34%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.5877	58.77%
Aromatase binding	-	0.6319	63.19%
PPAR gamma	+	0.5271	52.71%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9723	97.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.08%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.37%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.51%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.07%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.31%	94.45%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.67%	90.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.25%	100.00%

Plants that contains it

• Alpinia oxyphylla

Cross-Links

• PubChem: 162867175
• LOTUS: LTS0004907
• wikiData: Q104999309