(3S,3aS,9aS,9bS)-6-(hydroxymethyl)-3,9-dimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: 75a210b5-fcae-4fe4-87ab-3fcaff6bbb6c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,9aS,9bS)-6-(hydroxymethyl)-3,9-dimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1C2CCC(=C3C(C2OC1=O)C(=CC3=O)C)CO
• SMILES (Isomeric): C[C@H]1[C@@H]2CCC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)C)CO
• InChI: InChI=1S/C15H18O4/c1-7-5-11(17)13-9(6-16)3-4-10-8(2)15(18)19-14(10)12(7)13/h5,8,10,12,14,16H,3-4,6H2,1-2H3/t8-,10-,12-,14-/m0/s1
• InChI Key: GWNJXOKSVWHGIL-JDVFRBCBSA-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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.7646	76.46%
Blood Brain Barrier	+	0.5839	58.39%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7579	75.79%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6570	65.70%
BSEP inhibitior	-	0.9194	91.94%
P-glycoprotein inhibitior	-	0.9249	92.49%
P-glycoprotein substrate	-	0.7717	77.17%
CYP3A4 substrate	+	0.5343	53.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.7332	73.32%
CYP2C9 inhibition	-	0.7278	72.78%
CYP2C19 inhibition	-	0.8101	81.01%
CYP2D6 inhibition	-	0.8501	85.01%
CYP1A2 inhibition	+	0.6372	63.72%
CYP2C8 inhibition	-	0.8525	85.25%
CYP inhibitory promiscuity	-	0.8424	84.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9668	96.68%
Eye irritation	-	0.8517	85.17%
Skin irritation	-	0.6073	60.73%
Skin corrosion	-	0.8916	89.16%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6189	61.89%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.5363	53.63%
Estrogen receptor binding	-	0.5972	59.72%
Androgen receptor binding	+	0.7337	73.37%
Thyroid receptor binding	-	0.6636	66.36%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8942	89.42%
PPAR gamma	-	0.7642	76.42%
Honey bee toxicity	-	0.9341	93.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9606	96.06%

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	91.59%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.54%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.46%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.35%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.02%	94.80%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.76%	91.76%

Plants that contains it

• Artemisia reptans

Cross-Links

• PubChem: 101675246
• LOTUS: LTS0273195
• wikiData: Q105022568