8,9-Dihydroxy-3,6,9a-trimethyl-3,3a,4,5,6,8,9,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: a4ee2ae6-89a6-413b-80ab-795b940feb71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: 8,9-dihydroxy-3,6,9a-trimethyl-3,3a,4,5,6,8,9,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H22O4/c1-7-4-5-9-8(2)14(18)19-13(9)15(3)10(7)6-11(16)12(15)17/h6-9,11-13,16-17H,4-5H2,1-3H3
• InChI Key: HEZSHBCEDJAVDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.26
• 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	+	0.9731	97.31%
Caco-2	+	0.4926	49.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5150	51.50%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9192	91.92%
P-glycoprotein inhibitior	-	0.8871	88.71%
P-glycoprotein substrate	-	0.8509	85.09%
CYP3A4 substrate	+	0.6086	60.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.7701	77.01%
CYP2C19 inhibition	-	0.7979	79.79%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.7800	78.00%
CYP2C8 inhibition	-	0.9374	93.74%
CYP inhibitory promiscuity	-	0.9171	91.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4209	42.09%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9739	97.39%
Skin irritation	+	0.5425	54.25%
Skin corrosion	-	0.8434	84.34%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8798	87.98%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	-	0.7407	74.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6053	60.53%
Acute Oral Toxicity (c)	III	0.4338	43.38%
Estrogen receptor binding	-	0.5339	53.39%
Androgen receptor binding	+	0.5627	56.27%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	-	0.7041	70.41%
PPAR gamma	-	0.6387	63.87%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9422	94.22%

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	93.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.23%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.13%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.76%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.13%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.65%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.31%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.26%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.83%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.06%	92.94%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 73231398
• LOTUS: LTS0105267
• wikiData: Q105027187