(3aS,6S,8aR)-7-[(1S)-1-hydroxy-3-oxobutyl]-6-methyl-3-methylidene-4,5,6,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one

Details

• Internal ID: 4263c5ea-977c-4ca7-8eef-e7a23a157305
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,6S,8aR)-7-[(1S)-1-hydroxy-3-oxobutyl]-6-methyl-3-methylidene-4,5,6,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
• InChI: InChI=1S/C15H20O4/c1-8-4-5-11-10(3)15(18)19-14(11)7-12(8)13(17)6-9(2)16/h7-8,11,13-14,17H,3-6H2,1-2H3/t8-,11-,13-,14+/m0/s1
• InChI Key: KTGUYDOSNWMXLT-XBEUXYKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.7767	77.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5427	54.27%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8459	84.59%
P-glycoprotein inhibitior	-	0.8337	83.37%
P-glycoprotein substrate	-	0.7468	74.68%
CYP3A4 substrate	+	0.5241	52.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.6889	68.89%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.5579	55.79%
CYP2C8 inhibition	-	0.8410	84.10%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6469	64.69%
Eye corrosion	-	0.9741	97.41%
Eye irritation	-	0.6549	65.49%
Skin irritation	+	0.5229	52.29%
Skin corrosion	-	0.8549	85.49%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6288	62.88%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.7689	76.89%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6443	64.43%
Acute Oral Toxicity (c)	II	0.4365	43.65%
Estrogen receptor binding	-	0.5783	57.83%
Androgen receptor binding	-	0.6723	67.23%
Thyroid receptor binding	-	0.6375	63.75%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	-	0.8346	83.46%
PPAR gamma	-	0.7034	70.34%
Honey bee toxicity	-	0.9188	91.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.97%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.29%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.86%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.45%	95.89%

Plants that contains it

• Parthenice mollis

Cross-Links

• PubChem: 162926796
• LOTUS: LTS0166590
• wikiData: Q105145785