[6-Ethenyl-6-(hydroxymethyl)-7-(3-hydroxyprop-1-en-2-yl)-3-methyl-2-oxo-3,3a,4,5,7,7a-hexahydro-1-benzofuran-4-yl] acetate

Details

• Internal ID: fc166782-5a99-4df6-911b-536c815810fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [6-ethenyl-6-(hydroxymethyl)-7-(3-hydroxyprop-1-en-2-yl)-3-methyl-2-oxo-3,3a,4,5,7,7a-hexahydro-1-benzofuran-4-yl] acetate
• InChI: InChI=1S/C17H24O6/c1-5-17(8-19)6-12(22-11(4)20)13-10(3)16(21)23-15(13)14(17)9(2)7-18/h5,10,12-15,18-19H,1-2,6-8H2,3-4H3
• InChI Key: OSZSQEMQQWSUGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	-	0.7366	73.66%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7862	78.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8067	80.67%
P-glycoprotein inhibitior	-	0.8417	84.17%
P-glycoprotein substrate	-	0.7313	73.13%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.8322	83.22%
CYP2C9 inhibition	-	0.8532	85.32%
CYP2C19 inhibition	-	0.8236	82.36%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.8154	81.54%
CYP2C8 inhibition	-	0.8351	83.51%
CYP inhibitory promiscuity	-	0.8129	81.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.8499	84.99%
Skin irritation	-	0.7153	71.53%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7303	73.03%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.7144	71.44%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8119	81.19%
Acute Oral Toxicity (c)	III	0.5387	53.87%
Estrogen receptor binding	-	0.5639	56.39%
Androgen receptor binding	+	0.5919	59.19%
Thyroid receptor binding	-	0.4878	48.78%
Glucocorticoid receptor binding	+	0.5722	57.22%
Aromatase binding	-	0.4931	49.31%
PPAR gamma	-	0.6023	60.23%
Honey bee toxicity	-	0.7008	70.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9401	94.01%

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	96.95%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.69%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.68%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.04%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.70%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.78%	91.07%
CHEMBL2581	P07339	Cathepsin D	83.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.28%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%

Plants that contains it

• Mikania minima

Cross-Links

• PubChem: 163026062
• LOTUS: LTS0122642
• wikiData: Q105199425