5,9,9a-Trihydroxy-3,5,8a-trimethyl-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 0ba2ea89-bca7-4529-a11e-8020cf9c3e75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 5,9,9a-trihydroxy-3,5,8a-trimethyl-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O5/c1-8-9-7-10-13(2,5-4-6-14(10,3)18)12(17)15(9,19)20-11(8)16/h10,12,17-19H,4-7H2,1-3H3
• InChI Key: KMZIGJWJPWXUPI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.87
• 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	+	0.9852	98.52%
Caco-2	+	0.5736	57.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.8455	84.55%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.9241	92.41%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.6972	69.72%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.7973	79.73%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.6444	64.44%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4396	43.96%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8711	87.11%
Skin irritation	+	0.7093	70.93%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7092	70.92%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6102	61.02%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6447	64.47%
Acute Oral Toxicity (c)	I	0.3839	38.39%
Estrogen receptor binding	+	0.6808	68.08%
Androgen receptor binding	+	0.5808	58.08%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6571	65.71%
Aromatase binding	+	0.5353	53.53%
PPAR gamma	+	0.5381	53.81%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	94.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.50%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.05%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.54%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.24%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.23%	94.75%
CHEMBL1902	P62942	FK506-binding protein 1A	82.32%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.35%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.12%	89.00%

Plants that contains it

• Ligularia platyglossa

Cross-Links

• PubChem: 74423533
• LOTUS: LTS0114954
• wikiData: Q105143281