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

Details

• Internal ID: 5a58d5f4-97cc-49a9-907a-6b7f213ce5bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-hydroxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-2,4-dione
• SMILES (Canonical): CC1CCCC2C1(C(=O)C3=C(C(=O)OC3(C2)O)C)C
• SMILES (Isomeric): CC1CCCC2C1(C(=O)C3=C(C(=O)OC3(C2)O)C)C
• InChI: InChI=1S/C15H20O4/c1-8-5-4-6-10-7-15(18)11(9(2)13(17)19-15)12(16)14(8,10)3/h8,10,18H,4-7H2,1-3H3
• InChI Key: KGJMYIPMYVREOZ-UHFFFAOYSA-N
• Popularity: 0 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): 63.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.96
• 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	+	0.9914	99.14%
Caco-2	+	0.8916	89.16%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5729	57.29%
BSEP inhibitior	-	0.8982	89.82%
P-glycoprotein inhibitior	-	0.8800	88.00%
P-glycoprotein substrate	-	0.9025	90.25%
CYP3A4 substrate	+	0.5804	58.04%
CYP2C9 substrate	-	0.8226	82.26%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6500	65.00%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.9435	94.35%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.5538	55.38%
CYP2C8 inhibition	-	0.9017	90.17%
CYP inhibitory promiscuity	-	0.9542	95.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4527	45.27%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8737	87.37%
Skin irritation	+	0.7575	75.75%
Skin corrosion	-	0.8745	87.45%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5809	58.09%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5866	58.66%
skin sensitisation	-	0.8265	82.65%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6358	63.58%
Acute Oral Toxicity (c)	III	0.4235	42.35%
Estrogen receptor binding	+	0.5616	56.16%
Androgen receptor binding	-	0.6484	64.84%
Thyroid receptor binding	+	0.7044	70.44%
Glucocorticoid receptor binding	+	0.5965	59.65%
Aromatase binding	-	0.6292	62.92%
PPAR gamma	-	0.5414	54.14%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.24%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.38%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.75%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	81.65%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.28%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	80.94%	97.05%

Plants that contains it

• Ligularia fischeri

Cross-Links

• PubChem: 163076794
• LOTUS: LTS0143993
• wikiData: Q105140808