4-Oxobedfordiaic acid

Details

• Internal ID: 4e47da81-e3de-4315-b5fa-046cb3d85a13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,5S)-5-methyl-4-(3-oxobutyl)cyclohept-3-en-1-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H22O3/c1-10-4-6-14(12(3)15(17)18)9-8-13(10)7-5-11(2)16/h8,10,14H,3-7,9H2,1-2H3,(H,17,18)/t10-,14+/m0/s1
• InChI Key: NIQIMYXBAQAIAT-IINYFYTJSA-N
• Popularity: 3 references 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): 54.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 68799-38-2
• 2-[(1R,5S)-5-methyl-4-(3-oxobutyl)cyclohept-3-en-1-yl]prop-2-enoic acid
• 2-((1R,5S)-5-Methyl-4-(3-oxobutyl)cyclohept-3-en-1-yl)acrylic acid
• starbld0007367
• orb1683485
• HY-N2643
• AKOS032962216
• FS-8961
• DA-49755
• CS-0023061
• (1R,5S)-5-Methyl--methylene-4-(3-oxobutyl)-3-cycloheptene-1-acetic acid
• 3-Cycloheptene-1-acetic acid, 5-methyl--methylene-4-(3-oxobutyl)-, (1R-cis)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	+	0.6611	66.11%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7987	79.87%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6361	63.61%
P-glycoprotein inhibitior	-	0.9031	90.31%
P-glycoprotein substrate	-	0.7697	76.97%
CYP3A4 substrate	-	0.5428	54.28%
CYP2C9 substrate	+	0.6241	62.41%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.8060	80.60%
CYP2C9 inhibition	-	0.8901	89.01%
CYP2C19 inhibition	-	0.9013	90.13%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.7251	72.51%
CYP2C8 inhibition	-	0.8130	81.30%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7666	76.66%
Carcinogenicity (trinary)	Non-required	0.7094	70.94%
Eye corrosion	-	0.8924	89.24%
Eye irritation	+	0.5383	53.83%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4826	48.26%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	+	0.6243	62.43%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6659	66.59%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6216	62.16%
Acute Oral Toxicity (c)	III	0.7318	73.18%
Estrogen receptor binding	-	0.6588	65.88%
Androgen receptor binding	-	0.7241	72.41%
Thyroid receptor binding	-	0.6356	63.56%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	-	0.6550	65.50%
PPAR gamma	-	0.5304	53.04%
Honey bee toxicity	-	0.9482	94.82%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.44%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.89%	99.17%

Plants that contains it

• Xanthium strumarium

Cross-Links

• PubChem: 14633036
• NPASS: NPC250121
• LOTUS: LTS0097460
• wikiData: Q105179954