(3aS,5R,5aS,8R,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-4,5,5a,6,7,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one

Details

• Internal ID: 061e904c-4ed1-4e24-91a8-47e920b9867a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,5R,5aS,8R,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-4,5,5a,6,7,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one
• InChI: InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h7-8,10-11,13,17H,2,4-6H2,1,3H3/t8-,10+,11-,13+,15-/m1/s1
• InChI Key: KNNACVQOIVOHPG-MELAJVIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• 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	+	0.9939	99.39%
Caco-2	+	0.8658	86.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6742	67.42%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9714	97.14%
P-glycoprotein inhibitior	-	0.9292	92.92%
P-glycoprotein substrate	-	0.8777	87.77%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7296	72.96%
CYP2C9 inhibition	-	0.8395	83.95%
CYP2C19 inhibition	-	0.7266	72.66%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	+	0.6180	61.80%
CYP2C8 inhibition	-	0.6181	61.81%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5442	54.42%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7080	70.80%
Skin irritation	+	0.5307	53.07%
Skin corrosion	-	0.9038	90.38%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5455	54.55%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7943	79.43%
skin sensitisation	-	0.6857	68.57%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7900	79.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5996	59.96%
Acute Oral Toxicity (c)	III	0.4379	43.79%
Estrogen receptor binding	+	0.6346	63.46%
Androgen receptor binding	-	0.5345	53.45%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.7742	77.42%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	-	0.5662	56.62%
Honey bee toxicity	-	0.8564	85.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	96.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.68%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.37%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.80%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	84.88%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.00%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.30%	97.14%

Plants that contains it

• Apalochlamys spectabilis

Cross-Links

• PubChem: 14707077
• LOTUS: LTS0167118
• wikiData: Q105143474