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

Details

• Internal ID: f7c54522-6789-48c1-b4e8-f60ce37bd078
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aS,5R,8aR)-3,5,8a-trimethyl-4,4a,5,9-tetrahydrobenzo[f][1]benzofuran-8-one
• InChI: InChI=1S/C15H18O2/c1-9-4-5-14(16)15(3)7-13-11(6-12(9)15)10(2)8-17-13/h4-5,8-9,12H,6-7H2,1-3H3/t9-,12+,15-/m1/s1
• InChI Key: IDGRBNKTZISWPG-MURWCNHISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7384	73.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4748	47.48%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4868	48.68%
P-glycoprotein inhibitior	-	0.9029	90.29%
P-glycoprotein substrate	-	0.7754	77.54%
CYP3A4 substrate	+	0.5707	57.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.6082	60.82%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	+	0.6207	62.07%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	+	0.6526	65.26%
CYP2C8 inhibition	-	0.8687	86.87%
CYP inhibitory promiscuity	+	0.5164	51.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.3592	35.92%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.5711	57.11%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6203	62.03%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6130	61.30%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6405	64.05%
Acute Oral Toxicity (c)	III	0.6047	60.47%
Estrogen receptor binding	-	0.7187	71.87%
Androgen receptor binding	+	0.5622	56.22%
Thyroid receptor binding	-	0.6214	62.14%
Glucocorticoid receptor binding	-	0.6882	68.82%
Aromatase binding	-	0.6270	62.70%
PPAR gamma	-	0.4921	49.21%
Honey bee toxicity	-	0.8545	85.45%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	93.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.58%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.27%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.11%	89.00%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	83.05%	95.72%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL1871	P10275	Androgen Receptor	80.22%	96.43%

Plants that contains it

• Siphonochilus aethiopicus

Cross-Links

• PubChem: 636532
• LOTUS: LTS0227074
• wikiData: Q105111351