9a-Hydroxy-3,4a,5-trimethyl-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-2,8-dione

Details

• Internal ID: 445a2be5-6094-4d0d-8cad-d0532d94c422
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-hydroxy-3,4a,5-trimethyl-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-2,8-dione
• SMILES (Canonical): CC1CCC(=O)C2=CC3(C(=C(C(=O)O3)C)CC12C)O
• SMILES (Isomeric): CC1CCC(=O)C2=CC3(C(=C(C(=O)O3)C)CC12C)O
• InChI: InChI=1S/C15H18O4/c1-8-4-5-12(16)11-7-15(18)10(6-14(8,11)3)9(2)13(17)19-15/h7-8,18H,4-6H2,1-3H3
• InChI Key: HIHQWOMFLLVLEQ-UHFFFAOYSA-N
• Popularity: 0 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: 1.20
• Atomic LogP (AlogP): 1.88
• 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	+	0.9949	99.49%
Caco-2	+	0.9290	92.90%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7655	76.55%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.8688	86.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	-	0.8730	87.30%
P-glycoprotein inhibitior	-	0.9245	92.45%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	+	0.6092	60.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.7191	71.91%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.9510	95.10%
CYP2D6 inhibition	-	0.9718	97.18%
CYP1A2 inhibition	-	0.5788	57.88%
CYP2C8 inhibition	-	0.8342	83.42%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5188	51.88%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8538	85.38%
Skin irritation	+	0.6468	64.68%
Skin corrosion	-	0.8779	87.79%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6564	65.64%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.7975	79.75%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.3945	39.45%
Estrogen receptor binding	-	0.8740	87.40%
Androgen receptor binding	-	0.5897	58.97%
Thyroid receptor binding	+	0.5280	52.80%
Glucocorticoid receptor binding	-	0.6144	61.44%
Aromatase binding	-	0.6953	69.53%
PPAR gamma	-	0.7054	70.54%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	96.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.14%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.85%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.10%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.66%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.30%	96.09%

Plants that contains it

• Ligularia platyglossa

Cross-Links

• PubChem: 74423532
• LOTUS: LTS0002089
• wikiData: Q105028856