4-[2-[(1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-decalin-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: dfb971d0-7e6e-45be-8089-c5194dc63c92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[2-[(1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H32O3/c1-14-6-7-16-18(2,3)10-5-11-19(16,4)20(14,22)12-8-15-9-13-23-17(15)21/h9,14,16,22H,5-8,10-13H2,1-4H3/t14-,16+,19+,20-/m1/s1
• InChI Key: CBDXCUYKDIXPFD-MWHZBGGUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• SCHEMBL15801517
• 4-[2-[(1R,2R,4aS,8aS)-1-hydroxy-2,5,5,8a-tetramethyl-decalin-1-yl]ethyl]-2H-furan-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7873	78.73%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8378	83.78%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6983	69.83%
P-glycoprotein inhibitior	-	0.6557	65.57%
P-glycoprotein substrate	-	0.7647	76.47%
CYP3A4 substrate	+	0.5881	58.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8949	89.49%
CYP3A4 inhibition	-	0.5597	55.97%
CYP2C9 inhibition	-	0.7564	75.64%
CYP2C19 inhibition	-	0.7693	76.93%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.8768	87.68%
CYP2C8 inhibition	-	0.6647	66.47%
CYP inhibitory promiscuity	-	0.7818	78.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7815	78.15%
Skin irritation	+	0.4941	49.41%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4213	42.13%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5070	50.70%
skin sensitisation	-	0.7460	74.60%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.6231	62.31%
Estrogen receptor binding	+	0.7093	70.93%
Androgen receptor binding	+	0.5618	56.18%
Thyroid receptor binding	+	0.6984	69.84%
Glucocorticoid receptor binding	+	0.7650	76.50%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.5859	58.59%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.05%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.92%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.00%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.07%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.21%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	80.86%	97.79%

Plants that contains it

• Vitex rotundifolia

Cross-Links

• PubChem: 71492248
• NPASS: NPC29952
• ChEMBL: CHEMBL2431872
• LOTUS: LTS0152240
• wikiData: Q104952251