(3aR,5R,5'R,6S,7S,8aR)-5-hydroxy-5',7-dimethyl-3-methylidenespiro[3a,4,5,7,8,8a-hexahydrocyclohepta[b]furan-6,2'-oxolane]-2-one

Details

• Internal ID: 69ccb211-9eb4-4ec2-84df-cf87387fa4e1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aR,5R,5'R,6S,7S,8aR)-5-hydroxy-5',7-dimethyl-3-methylidenespiro[3a,4,5,7,8,8a-hexahydrocyclohepta[b]furan-6,2'-oxolane]-2-one
• InChI: InChI=1S/C15H22O4/c1-8-6-12-11(10(3)14(17)18-12)7-13(16)15(8)5-4-9(2)19-15/h8-9,11-13,16H,3-7H2,1-2H3/t8-,9+,11+,12+,13+,15-/m0/s1
• InChI Key: ZHGHWBHFNAIEDW-BTIXGSHYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	+	0.5870	58.70%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.9480	94.80%
P-glycoprotein inhibitior	-	0.9130	91.30%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5988	59.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8279	82.79%
CYP3A4 inhibition	-	0.8103	81.03%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	+	0.5417	54.17%
CYP2C8 inhibition	-	0.7981	79.81%
CYP inhibitory promiscuity	-	0.9654	96.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9151	91.51%
Skin irritation	+	0.5299	52.99%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4302	43.02%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7878	78.78%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6916	69.16%
Acute Oral Toxicity (c)	III	0.4273	42.73%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	-	0.5251	52.51%
Thyroid receptor binding	-	0.5193	51.93%
Glucocorticoid receptor binding	+	0.7791	77.91%
Aromatase binding	-	0.5218	52.18%
PPAR gamma	-	0.6662	66.62%
Honey bee toxicity	-	0.7803	78.03%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.63%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.66%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.24%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.22%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.78%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.83%	93.03%
CHEMBL299	P17252	Protein kinase C alpha	84.32%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.91%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	80.51%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Carpesium longifolium

Cross-Links

• PubChem: 162976285
• LOTUS: LTS0115936
• wikiData: Q105375717