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

Details

• Internal ID: 240b25d0-901f-436f-8572-57f60453b1c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8,8a,9a-trihydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O5/c1-8-4-5-11(16)14(18)7-15(19)10(6-13(8,14)3)9(2)12(17)20-15/h8,11,16,18-19H,4-7H2,1-3H3
• InChI Key: GBGINODZWHKHNU-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: 0.30
• 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	+	0.9702	97.02%
Caco-2	+	0.5682	56.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.7933	79.33%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.8245	82.45%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7600	76.00%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.8327	83.27%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.7484	74.84%
CYP2C8 inhibition	-	0.9029	90.29%
CYP inhibitory promiscuity	-	0.9415	94.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4752	47.52%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8775	87.75%
Skin irritation	+	0.6681	66.81%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5514	55.14%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5666	56.66%
Acute Oral Toxicity (c)	I	0.3680	36.80%
Estrogen receptor binding	-	0.5380	53.80%
Androgen receptor binding	+	0.5989	59.89%
Thyroid receptor binding	+	0.7110	71.10%
Glucocorticoid receptor binding	+	0.6330	63.30%
Aromatase binding	+	0.6627	66.27%
PPAR gamma	-	0.5933	59.33%
Honey bee toxicity	-	0.9164	91.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	94.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.75%	96.09%
CHEMBL1871	P10275	Androgen Receptor	86.00%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	84.06%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.75%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.86%	94.75%
CHEMBL299	P17252	Protein kinase C alpha	80.37%	98.03%

Plants that contains it

• Senecio mairetianus

Cross-Links

• PubChem: 73240816
• LOTUS: LTS0091392
• wikiData: Q105005845