(3R,4aR,5R,6R,8aR)-6-hydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-one

Details

• Internal ID: 77b7d156-f6a4-403c-92a7-5ea5f0a997d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3R,4aR,5R,6R,8aR)-6-hydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-one
• InChI: InChI=1S/C15H24O2/c1-9(2)11-7-14(17)12-5-6-13(16)10(3)15(12,4)8-11/h10-13,16H,1,5-8H2,2-4H3/t10-,11-,12-,13+,15+/m0/s1
• InChI Key: LKBQARGGDFBGFF-XOBFJNJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7030	70.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.8361	83.61%
P-glycoprotein inhibitior	-	0.9356	93.56%
P-glycoprotein substrate	-	0.7203	72.03%
CYP3A4 substrate	+	0.5530	55.30%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.6474	64.74%
CYP2C9 inhibition	-	0.8175	81.75%
CYP2C19 inhibition	-	0.6403	64.03%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8190	81.90%
CYP2C8 inhibition	-	0.9586	95.86%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5268	52.68%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.6515	65.15%
Skin irritation	+	0.6468	64.68%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.8028	80.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7333	73.33%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5245	52.45%
skin sensitisation	+	0.5585	55.85%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5277	52.77%
Acute Oral Toxicity (c)	III	0.8670	86.70%
Estrogen receptor binding	-	0.7091	70.91%
Androgen receptor binding	-	0.5585	55.85%
Thyroid receptor binding	-	0.6518	65.18%
Glucocorticoid receptor binding	+	0.6050	60.50%
Aromatase binding	-	0.6367	63.67%
PPAR gamma	-	0.8223	82.23%
Honey bee toxicity	-	0.8232	82.32%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.27%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	91.47%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.99%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	89.37%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.68%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.98%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.23%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%

Plants that contains it

• Senecio isatideus

Cross-Links

• PubChem: 163031814
• LOTUS: LTS0229160
• wikiData: Q105152958