(3aS,9aS,9bS)-6-(hydroxymethyl)-9-methyl-3-methylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 986c5dec-5619-4680-831e-664a97d7782f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,9aS,9bS)-6-(hydroxymethyl)-9-methyl-3-methylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H18O3/c1-8-3-5-12-10(7-16)4-6-11-9(2)15(17)18-14(11)13(8)12/h3,11,13-14,16H,2,4-7H2,1H3/t11-,13-,14-/m0/s1
• InChI Key: GNZYKMAGFQBGLO-UBHSHLNASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5955	59.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6542	65.42%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.5820	58.20%
BSEP inhibitior	-	0.9474	94.74%
P-glycoprotein inhibitior	-	0.9158	91.58%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.8221	82.21%
CYP2C9 inhibition	-	0.7618	76.18%
CYP2C19 inhibition	-	0.6702	67.02%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	+	0.5905	59.05%
CYP2C8 inhibition	-	0.7304	73.04%
CYP inhibitory promiscuity	-	0.8219	82.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.9496	94.96%
Eye irritation	-	0.6505	65.05%
Skin irritation	-	0.6413	64.13%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6601	66.01%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7370	73.70%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.5401	54.01%
Estrogen receptor binding	-	0.6720	67.20%
Androgen receptor binding	+	0.6241	62.41%
Thyroid receptor binding	-	0.7144	71.44%
Glucocorticoid receptor binding	-	0.5935	59.35%
Aromatase binding	-	0.8205	82.05%
PPAR gamma	-	0.6923	69.23%
Honey bee toxicity	-	0.8965	89.65%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.57%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	83.71%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.05%	86.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%

Plants that contains it

• Artemisia xerophytica

Cross-Links

• PubChem: 14779605
• LOTUS: LTS0022012
• wikiData: Q105013540