8a-hydroxy-8-methoxy-3-(methoxymethyl)-4a,5-dimethyl-5,6,7,8,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one

Details

• Internal ID: cf12dce4-d947-4a74-a9d2-2ab67206a016
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8a-hydroxy-8-methoxy-3-(methoxymethyl)-4a,5-dimethyl-5,6,7,8,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C17H26O5/c1-10-5-6-14(21-4)17(19)8-13-11(7-16(10,17)2)12(9-20-3)15(18)22-13/h10,13-14,19H,5-9H2,1-4H3
• InChI Key: VWYVYIKMLITSOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8117	81.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7701	77.01%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7525	75.25%
P-glycoprotein inhibitior	-	0.7091	70.91%
P-glycoprotein substrate	-	0.7421	74.21%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.6308	63.08%
CYP2C9 inhibition	-	0.7516	75.16%
CYP2C19 inhibition	-	0.8338	83.38%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	-	0.6531	65.31%
CYP inhibitory promiscuity	-	0.9188	91.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8633	86.33%
Skin irritation	+	0.5428	54.28%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5446	54.46%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5224	52.24%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7156	71.56%
Acute Oral Toxicity (c)	III	0.3876	38.76%
Estrogen receptor binding	+	0.6160	61.60%
Androgen receptor binding	+	0.5622	56.22%
Thyroid receptor binding	+	0.6162	61.62%
Glucocorticoid receptor binding	+	0.7128	71.28%
Aromatase binding	-	0.6134	61.34%
PPAR gamma	+	0.6098	60.98%
Honey bee toxicity	-	0.8577	85.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9665	96.65%

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	95.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.88%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.33%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.79%	97.14%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.54%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.03%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.35%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.21%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75149785
• LOTUS: LTS0056060
• wikiData: Q104199882