(4aS,8R,8aR)-8-hydroxy-3,5,8a-trimethyl-4a,7,8,9-tetrahydrobenzo[f][1]benzofuran-4-one

Details

• Internal ID: 56c352b4-7cd1-4f2f-b264-e303e79221c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aS,8R,8aR)-8-hydroxy-3,5,8a-trimethyl-4a,7,8,9-tetrahydrobenzo[f][1]benzofuran-4-one
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(16)15(3)6-10-12(9(2)7-18-10)14(17)13(8)15/h4,7,11,13,16H,5-6H2,1-3H3/t11-,13-,15+/m1/s1
• InChI Key: JYWURVVLRXXLFU-KYOSRNDESA-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: 2.00
• Atomic LogP (AlogP): 2.66
• 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	+	1.0000	100.00%
Caco-2	+	0.6080	60.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6468	64.68%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8308	83.08%
P-glycoprotein inhibitior	-	0.9394	93.94%
P-glycoprotein substrate	-	0.9000	90.00%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	-	0.7390	73.90%
CYP2C19 inhibition	-	0.6387	63.87%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	+	0.6123	61.23%
CYP2C8 inhibition	-	0.7892	78.92%
CYP inhibitory promiscuity	-	0.6068	60.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4292	42.92%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9456	94.56%
Skin irritation	-	0.5928	59.28%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7549	75.49%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.6248	62.48%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3722	37.22%
Estrogen receptor binding	-	0.6433	64.33%
Androgen receptor binding	+	0.6590	65.90%
Thyroid receptor binding	-	0.5742	57.42%
Glucocorticoid receptor binding	-	0.5705	57.05%
Aromatase binding	-	0.7256	72.56%
PPAR gamma	+	0.7561	75.61%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.60%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.88%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.17%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.71%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.02%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.74%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.30%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%

Plants that contains it

• Chloranthus multistachys

Cross-Links

• PubChem: 162921796
• LOTUS: LTS0165997
• wikiData: Q105137240