5a-Hydroxy-5-methyl-1-methylidene-3a,4,5,8a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione

Details

• Internal ID: 2b324fe8-fc4a-4e39-9297-307173f51271
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5a-hydroxy-5-methyl-1-methylidene-3a,4,5,8a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
• SMILES (Canonical): CC1CC2C(CC3C1(C=CC3=O)O)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3C1(C=CC3=O)O)C(=C)C(=O)O2
• InChI: InChI=1S/C14H16O4/c1-7-5-12-9(8(2)13(16)18-12)6-10-11(15)3-4-14(7,10)17/h3-4,7,9-10,12,17H,2,5-6H2,1H3
• InChI Key: JJOYJHKNKRXXFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 4
• 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	+	0.9853	98.53%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6645	66.45%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9570	95.70%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.8599	85.99%
CYP3A4 substrate	+	0.5638	56.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8971	89.71%
CYP3A4 inhibition	-	0.8461	84.61%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.8626	86.26%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.6650	66.50%
CYP2C8 inhibition	-	0.8505	85.05%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5063	50.63%
Eye corrosion	-	0.9575	95.75%
Eye irritation	-	0.7566	75.66%
Skin irritation	-	0.5416	54.16%
Skin corrosion	-	0.8753	87.53%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5884	58.84%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.8160	81.60%
skin sensitisation	-	0.7010	70.10%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6914	69.14%
Acute Oral Toxicity (c)	II	0.4598	45.98%
Estrogen receptor binding	+	0.6040	60.40%
Androgen receptor binding	+	0.5478	54.78%
Thyroid receptor binding	-	0.5644	56.44%
Glucocorticoid receptor binding	-	0.5388	53.88%
Aromatase binding	-	0.7186	71.86%
PPAR gamma	-	0.5255	52.55%
Honey bee toxicity	-	0.8328	83.28%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	93.04%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.97%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.21%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.97%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.22%	96.00%

Plants that contains it

• Helenium microcephalum

Cross-Links

• PubChem: 78178185
• LOTUS: LTS0089801
• wikiData: Q105129800