(3aS)-3,3abeta,4,5,9abeta,9balpha-Hexahydro-9-(hydroxymethyl)-3beta,6-dimethylazuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: e82438f2-2dc0-4488-8103-91c595059e32
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-(hydroxymethyl)-3,6-dimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1C2CCC(=C3C(C2OC1=O)C(=CC3=O)CO)C
• SMILES (Isomeric): CC1C2CCC(=C3C(C2OC1=O)C(=CC3=O)CO)C
• InChI: InChI=1S/C15H18O4/c1-7-3-4-10-8(2)15(18)19-14(10)13-9(6-16)5-11(17)12(7)13/h5,8,10,13-14,16H,3-4,6H2,1-2H3
• InChI Key: SNIFBMIPCYBVSS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 7726-34-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.7406	74.06%
Blood Brain Barrier	+	0.5839	58.39%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6146	61.46%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9026	90.26%
P-glycoprotein inhibitior	-	0.9298	92.98%
P-glycoprotein substrate	-	0.7940	79.40%
CYP3A4 substrate	+	0.5222	52.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.8453	84.53%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.8902	89.02%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	+	0.6908	69.08%
CYP2C8 inhibition	-	0.9150	91.50%
CYP inhibitory promiscuity	-	0.9042	90.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9647	96.47%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.5329	53.29%
Skin corrosion	-	0.8699	86.99%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7335	73.35%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.7597	75.97%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6522	65.22%
Acute Oral Toxicity (c)	III	0.6033	60.33%
Estrogen receptor binding	-	0.7903	79.03%
Androgen receptor binding	+	0.7187	71.87%
Thyroid receptor binding	-	0.6047	60.47%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8893	88.93%
PPAR gamma	-	0.7818	78.18%
Honey bee toxicity	-	0.9314	93.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9346	93.46%

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	92.99%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.88%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.34%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.51%	94.80%

Plants that contains it

• Cichorium endivia
• Cichorium intybus
• Helminthotheca echioides
• Lactuca saligna
• Lactuca sibirica
• Lactuca tatarica
• Lactuca virosa
• Parasenecio petasitoides
• Picris hieracioides
• Scorzoneroides atlantica

Cross-Links

• PubChem: 14163573
• LOTUS: LTS0273010
• wikiData: Q105256467