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

Details

• Internal ID: 174c0e2a-034a-474a-a68a-24d52509475e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,5S,5aR,9aR)-5a-hydroxy-5,8-dimethyl-1-methylidene-3a,4,5,6,9,9a-hexahydroazuleno[6,5-b]furan-2,7-dione
• InChI: InChI=1S/C15H18O4/c1-7-4-13-10(8(2)14(17)19-13)5-11-9(3)12(16)6-15(7,11)18/h7,10,13,18H,2,4-6H2,1,3H3/t7-,10+,13-,15+/m0/s1
• InChI Key: SEYVGATYGDVEBC-DEYQIPRLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.53
• 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	+	0.9921	99.21%
Caco-2	+	0.6959	69.59%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6426	64.26%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.8823	88.23%
P-glycoprotein substrate	-	0.8192	81.92%
CYP3A4 substrate	+	0.5668	56.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9043	90.43%
CYP3A4 inhibition	-	0.7302	73.02%
CYP2C9 inhibition	-	0.8589	85.89%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.6588	65.88%
CYP2C8 inhibition	-	0.8078	80.78%
CYP inhibitory promiscuity	-	0.9803	98.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8195	81.95%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8825	88.25%
Ames mutagenesis	-	0.5924	59.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6676	66.76%
skin sensitisation	-	0.7327	73.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7103	71.03%
Acute Oral Toxicity (c)	II	0.4519	45.19%
Estrogen receptor binding	+	0.6431	64.31%
Androgen receptor binding	-	0.5211	52.11%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	-	0.4901	49.01%
Aromatase binding	-	0.7094	70.94%
PPAR gamma	+	0.6020	60.20%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	93.21%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	89.25%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.83%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	87.20%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.39%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.17%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.13%	93.03%
CHEMBL2581	P07339	Cathepsin D	80.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.63%	86.33%

Plants that contains it

• Cota austriaca

Cross-Links

• PubChem: 162790125
• LOTUS: LTS0251771
• wikiData: Q105251613