(3aS,6S,8aS)-7-[(3S)-3-hydroxybutyl]-6-methyl-3,3a,4,5,6,8a-hexahydrocyclohepta[b]furan-2-one

Details

• Internal ID: 981ca5d2-7bc6-41a7-adce-c46e4cee5911
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,6S,8aS)-7-[(3S)-3-hydroxybutyl]-6-methyl-3,3a,4,5,6,8a-hexahydrocyclohepta[b]furan-2-one
• InChI: InChI=1S/C14H22O3/c1-9-3-5-12-8-14(16)17-13(12)7-11(9)6-4-10(2)15/h7,9-10,12-13,15H,3-6,8H2,1-2H3/t9-,10-,12-,13+/m0/s1
• InChI Key: OFYNLZDUKNIIJB-XRRVDJEJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 3
• 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	+	0.9965	99.65%
Caco-2	+	0.6632	66.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6112	61.12%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5320	53.20%
BSEP inhibitior	-	0.9545	95.45%
P-glycoprotein inhibitior	-	0.9228	92.28%
P-glycoprotein substrate	-	0.7549	75.49%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	-	0.6489	64.89%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.8661	86.61%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.5592	55.92%
CYP2C8 inhibition	-	0.9537	95.37%
CYP inhibitory promiscuity	-	0.9157	91.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.5371	53.71%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7283	72.83%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6458	64.58%
skin sensitisation	-	0.6055	60.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6344	63.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7456	74.56%
Acute Oral Toxicity (c)	III	0.4069	40.69%
Estrogen receptor binding	-	0.8386	83.86%
Androgen receptor binding	-	0.7473	74.73%
Thyroid receptor binding	-	0.5789	57.89%
Glucocorticoid receptor binding	-	0.5381	53.81%
Aromatase binding	-	0.8356	83.56%
PPAR gamma	-	0.7507	75.07%
Honey bee toxicity	-	0.9339	93.39%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9683	96.83%

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	98.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.97%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.54%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.78%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.21%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.82%	86.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.72%	97.79%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.70%	96.37%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.23%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.86%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.07%	89.00%

Plants that contains it

• Xanthium strumarium

Cross-Links

• PubChem: 101243156
• LOTUS: LTS0186768
• wikiData: Q105191463