(3aS,5R,5aR,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione

Details

• Internal ID: e5a25cfe-03cf-4150-bf37-6f1df26967b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (3aS,5R,5aR,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione
• InChI: InChI=1S/C15H20O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h7,9-10,12-13,17H,2,4-6H2,1,3H3/t7-,9-,10+,12-,13+,15+/m1/s1
• InChI Key: IOUNDPHKKPZPKB-USGJNCQESA-N
• Popularity: 2 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): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	+	0.5919	59.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6487	64.87%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.8929	89.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	-	0.9562	95.62%
P-glycoprotein inhibitior	-	0.9008	90.08%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	+	0.7620	76.20%
CYP2C8 inhibition	-	0.7762	77.62%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8531	85.31%
Skin irritation	+	0.5799	57.99%
Skin corrosion	-	0.8425	84.25%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7012	70.12%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	-	0.7685	76.85%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5553	55.53%
Acute Oral Toxicity (c)	II	0.5505	55.05%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.5202	52.02%
Thyroid receptor binding	-	0.6114	61.14%
Glucocorticoid receptor binding	+	0.5520	55.20%
Aromatase binding	-	0.6197	61.97%
PPAR gamma	-	0.5706	57.06%
Honey bee toxicity	-	0.8375	83.75%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	94.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.88%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.13%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.12%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.04%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.02%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.43%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.50%	93.03%

Plants that contains it

• Carpesium abrotanoides

Cross-Links

• PubChem: 162965642
• LOTUS: LTS0171775
• wikiData: Q105116893