6,6a-Dihydroxy-3,6,9-trimethyl-3,3a,4,5,8,9b-hexahydroazuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: 8c7b9861-7a13-4d0f-8e13-0961f7768abe
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 6,6a-dihydroxy-3,6,9-trimethyl-3,3a,4,5,8,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1C2CCC(C3(C(=O)CC(=C3C2OC1=O)C)O)(C)O
• SMILES (Isomeric): CC1C2CCC(C3(C(=O)CC(=C3C2OC1=O)C)O)(C)O
• InChI: InChI=1S/C15H20O5/c1-7-6-10(16)15(19)11(7)12-9(4-5-14(15,3)18)8(2)13(17)20-12/h8-9,12,18-19H,4-6H2,1-3H3
• InChI Key: IGTXNMYAZUWNQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	+	0.6228	62.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6414	64.14%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7592	75.92%
BSEP inhibitior	-	0.8982	89.82%
P-glycoprotein inhibitior	-	0.8850	88.50%
P-glycoprotein substrate	-	0.8936	89.36%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.6899	68.99%
CYP2C9 inhibition	-	0.5967	59.67%
CYP2C19 inhibition	-	0.6034	60.34%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	+	0.6763	67.63%
CYP2C8 inhibition	-	0.8712	87.12%
CYP inhibitory promiscuity	-	0.9777	97.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4766	47.66%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.7957	79.57%
Skin irritation	+	0.5748	57.48%
Skin corrosion	-	0.8668	86.68%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5538	55.38%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7982	79.82%
skin sensitisation	-	0.8258	82.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	II	0.2871	28.71%
Estrogen receptor binding	+	0.6620	66.20%
Androgen receptor binding	+	0.5911	59.11%
Thyroid receptor binding	+	0.7333	73.33%
Glucocorticoid receptor binding	+	0.5949	59.49%
Aromatase binding	-	0.6934	69.34%
PPAR gamma	-	0.6789	67.89%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9505	95.05%

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	92.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.31%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.94%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.60%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.07%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.61%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.07%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	85.80%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.48%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.43%	92.94%

Plants that contains it

• Artemisia gorgonum

Cross-Links

• PubChem: 162868718
• LOTUS: LTS0183230
• wikiData: Q105112810