(4aS,5R,8aR)-2-hydroxy-3,5,8a-trimethyl-4,4a,5,9-tetrahydrobenzo[f][1]benzofuran-8-one

Details

• Internal ID: 5f7cef06-2173-4f11-b1c8-6371c215510a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aS,5R,8aR)-2-hydroxy-3,5,8a-trimethyl-4,4a,5,9-tetrahydrobenzo[f][1]benzofuran-8-one
• InChI: InChI=1S/C15H18O3/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)15)9(2)14(17)18-12/h4-5,8,11,17H,6-7H2,1-3H3/t8-,11+,15-/m1/s1
• InChI Key: SDAORLHFUFLZAZ-OTDPEBBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 3
• 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	+	0.9968	99.68%
Caco-2	+	0.7897	78.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6610	66.10%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6076	60.76%
P-glycoprotein inhibitior	-	0.9115	91.15%
P-glycoprotein substrate	-	0.7047	70.47%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.5643	56.43%
CYP2C9 inhibition	-	0.6901	69.01%
CYP2C19 inhibition	-	0.6558	65.58%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	+	0.6624	66.24%
CYP2C8 inhibition	-	0.8135	81.35%
CYP inhibitory promiscuity	-	0.5759	57.59%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3785	37.85%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8662	86.62%
Skin irritation	-	0.5475	54.75%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6337	63.37%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5344	53.44%
skin sensitisation	-	0.7468	74.68%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6528	65.28%
Acute Oral Toxicity (c)	III	0.5273	52.73%
Estrogen receptor binding	-	0.7728	77.28%
Androgen receptor binding	+	0.6020	60.20%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5513	55.13%
PPAR gamma	+	0.6960	69.60%
Honey bee toxicity	-	0.8895	88.95%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	96.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.00%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.94%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.81%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL1871	P10275	Androgen Receptor	81.79%	96.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.06%	85.14%

Plants that contains it

• Siphonochilus aethiopicus

Cross-Links

• PubChem: 10966801
• LOTUS: LTS0045480
• wikiData: Q105250539