7,9a-dihydroxy-6,9-dimethyl-3-methylidene-4,5,7,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 4644b4ad-527f-4411-a267-6995986e20d9
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 7,9a-dihydroxy-6,9-dimethyl-3-methylidene-4,5,7,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C2C(C=C(C2(C3C(CC1)C(=C)C(=O)O3)O)C)O
• SMILES (Isomeric): CC1=C2C(C=C(C2(C3C(CC1)C(=C)C(=O)O3)O)C)O
• InChI: InChI=1S/C15H18O4/c1-7-4-5-10-9(3)14(17)19-13(10)15(18)8(2)6-11(16)12(7)15/h6,10-11,13,16,18H,3-5H2,1-2H3
• InChI Key: ZIIYRANJNODLOF-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): 66.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• 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	+	0.9460	94.60%
Caco-2	+	0.5162	51.62%
Blood Brain Barrier	-	0.5973	59.73%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4941	49.41%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9422	94.22%
P-glycoprotein inhibitior	-	0.8988	89.88%
P-glycoprotein substrate	-	0.8326	83.26%
CYP3A4 substrate	+	0.5959	59.59%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.8196	81.96%
CYP2C9 inhibition	-	0.7725	77.25%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	+	0.6498	64.98%
CYP2C8 inhibition	-	0.8575	85.75%
CYP inhibitory promiscuity	-	0.7703	77.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4892	48.92%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.8236	82.36%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.8438	84.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7299	72.99%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7390	73.90%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5375	53.75%
Acute Oral Toxicity (c)	III	0.3845	38.45%
Estrogen receptor binding	-	0.6186	61.86%
Androgen receptor binding	-	0.5274	52.74%
Thyroid receptor binding	-	0.6672	66.72%
Glucocorticoid receptor binding	-	0.5170	51.70%
Aromatase binding	-	0.6832	68.32%
PPAR gamma	-	0.5137	51.37%
Honey bee toxicity	-	0.8706	87.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9603	96.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.58%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	85.98%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.27%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%

Plants that contains it

• Ursinia nana

Cross-Links

• PubChem: 162898899
• LOTUS: LTS0267979
• wikiData: Q105376387