(4aS,8aS,9S,9aR)-9,9a-dihydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 09905bac-9df5-45ec-a402-303bb1c579aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (4aS,8aS,9S,9aR)-9,9a-dihydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-8-5-4-6-14(3)10(8)7-11-9(2)12(16)19-15(11,18)13(14)17/h10,13,17-18H,1,4-7H2,2-3H3/t10-,13-,14-,15+/m0/s1
• InChI Key: AODJPEDJOAFDMW-FBUXBERBSA-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): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.68
• 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	+	0.9777	97.77%
Caco-2	+	0.6052	60.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7108	71.08%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.8757	87.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.8908	89.08%
P-glycoprotein inhibitior	-	0.9222	92.22%
P-glycoprotein substrate	-	0.8732	87.32%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.6733	67.33%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.7758	77.58%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	+	0.6001	60.01%
CYP2C8 inhibition	-	0.8973	89.73%
CYP inhibitory promiscuity	-	0.8766	87.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8941	89.41%
Skin irritation	+	0.5643	56.43%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5855	58.55%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5607	56.07%
skin sensitisation	-	0.7697	76.97%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3341	33.41%
Estrogen receptor binding	-	0.5469	54.69%
Androgen receptor binding	+	0.6366	63.66%
Thyroid receptor binding	+	0.5757	57.57%
Glucocorticoid receptor binding	+	0.6762	67.62%
Aromatase binding	-	0.5773	57.73%
PPAR gamma	-	0.6026	60.26%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.02%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	86.96%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.07%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	82.71%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.42%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.21%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.14%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.59%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102163989
• LOTUS: LTS0189055
• wikiData: Q104915564