1-(1-carboxypropan-2-yl)-5-[(3,3-dimethyl-2-oxo-7-oxabicyclo[2.2.1]heptan-1-yl)methyl]-7-hydroxy-1,7a-dimethyl-6,7-dihydro-2H-indene-4-carboxylic acid

Details

• Internal ID: f48468e1-f4d5-4290-86b4-99bd69a5f8b6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: 1-(1-carboxypropan-2-yl)-5-[(3,3-dimethyl-2-oxo-7-oxabicyclo[2.2.1]heptan-1-yl)methyl]-7-hydroxy-1,7a-dimethyl-6,7-dihydro-2H-indene-4-carboxylic acid
• InChI: InChI=1S/C25H34O7/c1-13(10-18(27)28)23(4)8-6-15-19(20(29)30)14(11-16(26)24(15,23)5)12-25-9-7-17(32-25)22(2,3)21(25)31/h6,13,16-17,26H,7-12H2,1-5H3,(H,27,28)(H,29,30)
• InChI Key: XOLYVYHBERHQBZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₇
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.23045342 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.4911	49.11%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8416	84.16%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6425	64.25%
P-glycoprotein inhibitior	-	0.5485	54.85%
P-glycoprotein substrate	+	0.5342	53.42%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8974	89.74%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.8918	89.18%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.7918	79.18%
CYP2C8 inhibition	-	0.6605	66.05%
CYP inhibitory promiscuity	-	0.8879	88.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4426	44.26%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9134	91.34%
Skin irritation	+	0.7451	74.51%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.7423	74.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3719	37.19%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6232	62.32%
Acute Oral Toxicity (c)	I	0.5663	56.63%
Estrogen receptor binding	+	0.6482	64.82%
Androgen receptor binding	+	0.6782	67.82%
Thyroid receptor binding	+	0.5881	58.81%
Glucocorticoid receptor binding	+	0.8060	80.60%
Aromatase binding	+	0.7319	73.19%
PPAR gamma	+	0.6768	67.68%
Honey bee toxicity	-	0.8583	85.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	97.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.78%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.21%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.45%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.56%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.78%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%

Plants that contains it

• Phaseolus vulgaris

Cross-Links

• PubChem: 14010688
• LOTUS: LTS0272821
• wikiData: Q104397457