7,9-Dihydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione

Details

• Internal ID: 25b3626e-5528-4873-991b-fdd095220608
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: 7,9-dihydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione
• InChI: InChI=1S/C15H20O5/c1-6-4-10-11(7(2)14(19)20-10)13(18)15(3)8(6)5-9(16)12(15)17/h6,8-11,13,16,18H,2,4-5H2,1,3H3
• InChI Key: WKZSMTLNPUJUTH-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: 0.60
• Atomic LogP (AlogP): 0.44
• 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	+	0.9664	96.64%
Caco-2	-	0.5977	59.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5235	52.35%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9715	97.15%
P-glycoprotein inhibitior	-	0.9282	92.82%
P-glycoprotein substrate	-	0.8503	85.03%
CYP3A4 substrate	+	0.5875	58.75%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.7215	72.15%
CYP2C9 inhibition	-	0.8717	87.17%
CYP2C19 inhibition	-	0.8604	86.04%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.6698	66.98%
CYP2C8 inhibition	-	0.8576	85.76%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4692	46.92%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.8661	86.61%
Skin irritation	+	0.5213	52.13%
Skin corrosion	-	0.8441	84.41%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7662	76.62%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7492	74.92%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6837	68.37%
Acute Oral Toxicity (c)	II	0.3676	36.76%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6025	60.25%
Thyroid receptor binding	-	0.5647	56.47%
Glucocorticoid receptor binding	-	0.5245	52.45%
Aromatase binding	-	0.5894	58.94%
PPAR gamma	-	0.5966	59.66%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	91.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.66%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.56%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.49%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.22%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.69%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	81.89%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.15%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%

Plants that contains it

• Gaillardia tontalensis

Cross-Links

• PubChem: 163020204
• LOTUS: LTS0040136
• wikiData: Q105307826