6,9-Dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,9a,9b-hexahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 4e1926a3-09d5-41aa-bd08-de4fb9ab688b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H20O4/c1-8-9-4-6-14(2,17)10-5-7-15(3,18)11(10)12(9)19-13(8)16/h5,7,9-12,17-18H,1,4,6H2,2-3H3
• InChI Key: SZCYFRYSKNGMRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.18
• 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	+	0.9889	98.89%
Caco-2	+	0.5279	52.79%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5338	53.38%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9799	97.99%
P-glycoprotein inhibitior	-	0.8947	89.47%
P-glycoprotein substrate	-	0.8709	87.09%
CYP3A4 substrate	+	0.6150	61.50%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.7321	73.21%
CYP2C9 inhibition	-	0.8884	88.84%
CYP2C19 inhibition	-	0.8801	88.01%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.5956	59.56%
CYP2C8 inhibition	-	0.7456	74.56%
CYP inhibitory promiscuity	-	0.9464	94.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9742	97.42%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.5160	51.60%
Skin corrosion	-	0.8024	80.24%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5264	52.64%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.8074	80.74%
skin sensitisation	-	0.6861	68.61%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6661	66.61%
Acute Oral Toxicity (c)	II	0.2932	29.32%
Estrogen receptor binding	+	0.6609	66.09%
Androgen receptor binding	+	0.5521	55.21%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.5475	54.75%
Aromatase binding	-	0.6833	68.33%
PPAR gamma	-	0.5627	56.27%
Honey bee toxicity	-	0.8352	83.52%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9230	92.30%

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	95.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.99%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.15%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.89%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.57%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.73%	94.45%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.03%	96.00%

Plants that contains it

• Richteria pyrethroides

Cross-Links

• PubChem: 13895571
• LOTUS: LTS0143338
• wikiData: Q105264011