6,8,9-trihydroxy-5,8-dimethyl-1-methylidene-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one

Details

• Internal ID: aad4b2a9-bb17-4435-8179-911ad271a98a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 6,8,9-trihydroxy-5,8-dimethyl-1-methylidene-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one
• InChI: InChI=1S/C15H20O5/c1-6-4-9-11(7(2)14(18)20-9)13(17)12-10(6)8(16)5-15(12,3)19/h4,8-13,16-17,19H,2,5H2,1,3H3
• InChI Key: UDYYVPHHFGYZKS-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): 87.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	-	0.6064	60.64%
Blood Brain Barrier	+	0.5277	52.77%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4939	49.39%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9777	97.77%
P-glycoprotein inhibitior	-	0.8851	88.51%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.6032	60.32%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.7433	74.33%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8552	85.52%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.7162	71.62%
CYP2C8 inhibition	-	0.9104	91.04%
CYP inhibitory promiscuity	-	0.8513	85.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4419	44.19%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.5561	55.61%
Skin corrosion	-	0.8413	84.13%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7456	74.56%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6639	66.39%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5123	51.23%
Acute Oral Toxicity (c)	II	0.4113	41.13%
Estrogen receptor binding	+	0.6163	61.63%
Androgen receptor binding	-	0.5560	55.60%
Thyroid receptor binding	-	0.5515	55.15%
Glucocorticoid receptor binding	-	0.6297	62.97%
Aromatase binding	-	0.7172	71.72%
PPAR gamma	-	0.5258	52.58%
Honey bee toxicity	-	0.8212	82.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8912	89.12%

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	92.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.21%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.02%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.62%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.24%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.01%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.60%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14543632
• LOTUS: LTS0111844
• wikiData: Q105270694