Megapodiol

Details

• Internal ID: bba4388b-a39a-47d4-ab7f-593c6655e98b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[2-(1,2-dihydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(C2)C(C)(CO)O
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(C2)C(C)(CO)O
• InChI: InChI=1S/C13H16O4/c1-8(15)9-3-4-11-10(5-9)6-12(17-11)13(2,16)7-14/h3-5,12,14,16H,6-7H2,1-2H3
• InChI Key: ZKFODOHWZZQYEH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (-)-Megapodiol
• Megapodiol, (-)-
• H2G6Q23JFY
• Ethanone, 1-(2-(1,2-dihydroxy-1-methylethyl)-2,3-dihydro-5-benzofuranyl)-
• 101978-34-1
• UNII-H2G6Q23JFY
• Q27279563

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.5194	51.94%
Blood Brain Barrier	-	0.5865	58.65%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6983	69.83%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9077	90.77%
P-glycoprotein inhibitior	-	0.9702	97.02%
P-glycoprotein substrate	-	0.7407	74.07%
CYP3A4 substrate	-	0.5521	55.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7449	74.49%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.8189	81.89%
CYP2C19 inhibition	-	0.7631	76.31%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	+	0.5244	52.44%
CYP2C8 inhibition	-	0.7657	76.57%
CYP inhibitory promiscuity	-	0.8478	84.78%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5714	57.14%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8532	85.32%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4201	42.01%
Micronuclear	-	0.7860	78.60%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7437	74.37%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6845	68.45%
Acute Oral Toxicity (c)	III	0.6105	61.05%
Estrogen receptor binding	-	0.5596	55.96%
Androgen receptor binding	-	0.7332	73.32%
Thyroid receptor binding	-	0.7546	75.46%
Glucocorticoid receptor binding	-	0.6032	60.32%
Aromatase binding	-	0.5492	54.92%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.9564	95.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9005	90.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.43%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.35%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.14%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.74%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	83.75%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.07%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.28%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%

Plants that contains it

• Baccharis megapotamica

Cross-Links

• PubChem: 72805569
• LOTUS: LTS0248343
• wikiData: Q27279563