Ipomoeamarone

Details

• Internal ID: 4fe909f5-df1d-4d4f-a108-cba24ddf7440
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 1-[(2S,5R)-5-(furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
• SMILES (Canonical): CC(C)CC(=O)CC1(CCC(O1)C2=COC=C2)C
• SMILES (Isomeric): CC(C)CC(=O)C[C@@]1(CC[C@@H](O1)C2=COC=C2)C
• InChI: InChI=1S/C15H22O3/c1-11(2)8-13(16)9-15(3)6-4-14(18-15)12-5-7-17-10-12/h5,7,10-11,14H,4,6,8-9H2,1-3H3/t14-,15+/m1/s1
• InChI Key: WOFDWNOSFDVCDF-CABCVRRESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 494-23-5
• (+)-Ngaione
• Ipomeamaron
• ( )-Ipomeamarone
• YMF39VPK7M
• NSC-256944
• CHEBI:5955
• DTXSID701135962
• 1-[(2S,5R)-5-(furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
• C09689
• Q27106942
• 2-Pentanone, 4-methyl-1-[(2R,5S)-2,3,4,5-tetrahydro-5-methyl[2,3'-bifuran]-5-yl]-
• 4-Methyl-1-[(2R,5S)-2,3,4,5-tetrahydro-5-methyl[2,3'-bifuran]-5-yl]-2-pentanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.7050	70.50%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.7310	73.10%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9035	90.35%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5183	51.83%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	-	0.8246	82.46%
CYP3A4 substrate	+	0.5625	56.25%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.7508	75.08%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.6356	63.56%
CYP2C19 inhibition	-	0.7074	70.74%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	-	0.7631	76.31%
CYP2C8 inhibition	-	0.7895	78.95%
CYP inhibitory promiscuity	-	0.7978	79.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9092	90.92%
Eye irritation	-	0.8836	88.36%
Skin irritation	-	0.7246	72.46%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4607	46.07%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5831	58.31%
skin sensitisation	-	0.6382	63.82%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7029	70.29%
Acute Oral Toxicity (c)	II	0.7469	74.69%
Estrogen receptor binding	-	0.7389	73.89%
Androgen receptor binding	-	0.7189	71.89%
Thyroid receptor binding	-	0.5756	57.56%
Glucocorticoid receptor binding	-	0.5916	59.16%
Aromatase binding	-	0.6705	67.05%
PPAR gamma	-	0.6422	64.22%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9272	92.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.77%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.11%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.00%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.61%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.16%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.02%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.19%	100.00%

Plants that contains it

• Artemisia gilvescens
• Datura stramonium
• Digitalis lanata
• Eremophila deserti
• Oenanthe fistulosa
• Podocarpus macrophyllus

Cross-Links

• PubChem: 442379
• NPASS: NPC287047
• LOTUS: LTS0107254
• wikiData: Q27106942