2-(5-Hydroxy-4,4a-dimethyl-7-oxo-1a,2,3,4,5,8-hexahydronaphtho[1,8a-b]oxiren-6-ylidene)propanoic acid

Details

• Internal ID: b61e71d6-956b-410e-a10c-c2808ba09006
• IUPAC Name: 2-(5-hydroxy-4,4a-dimethyl-7-oxo-1a,2,3,4,5,8-hexahydronaphtho[1,8a-b]oxiren-6-ylidene)propanoic acid
• SMILES (Canonical): CC1CCC2C3(C1(C(C(=C(C)C(=O)O)C(=O)C3)O)C)O2
• SMILES (Isomeric): CC1CCC2C3(C1(C(C(=C(C)C(=O)O)C(=O)C3)O)C)O2
• InChI: InChI=1S/C15H20O5/c1-7-4-5-10-15(20-10)6-9(16)11(8(2)13(18)19)12(17)14(7,15)3/h7,10,12,17H,4-6H2,1-3H3,(H,18,19)
• InChI Key: YLSDOVQJJLALFS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9638	96.38%
Caco-2	+	0.5736	57.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6852	68.52%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	-	0.8483	84.83%
P-glycoprotein inhibitior	-	0.8934	89.34%
P-glycoprotein substrate	-	0.8097	80.97%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.7100	71.00%
CYP2C9 inhibition	-	0.8693	86.93%
CYP2C19 inhibition	-	0.8973	89.73%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	+	0.5334	53.34%
CYP2C8 inhibition	-	0.9354	93.54%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8976	89.76%
Skin irritation	+	0.5501	55.01%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7710	77.10%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.7131	71.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6821	68.21%
Acute Oral Toxicity (c)	III	0.3728	37.28%
Estrogen receptor binding	+	0.9096	90.96%
Androgen receptor binding	-	0.5193	51.93%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.6332	63.32%
Aromatase binding	-	0.5264	52.64%
PPAR gamma	+	0.6779	67.79%
Honey bee toxicity	-	0.8706	87.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	95.86%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.01%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.99%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.21%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.48%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.20%	89.00%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 163023230
• LOTUS: LTS0216457
• wikiData: Q105350280