Cartorimine

Details

• Internal ID: e8f3a0a5-7d3a-4ae1-aae8-b9d54b0ed9d6
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 1-(hydroxymethyl)-7-(4-hydroxyphenyl)-4-oxo-8-oxabicyclo[3.2.1]oct-2-ene-6-carboxylic acid
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3C(=O)C=CC2(O3)CO)C(=O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C3C(=O)C=CC2(O3)CO)C(=O)O)O
• InChI: InChI=1S/C15H14O6/c16-7-15-6-5-10(18)13(21-15)11(14(19)20)12(15)8-1-3-9(17)4-2-8/h1-6,11-13,16-17H,7H2,(H,19,20)
• InChI Key: IJGLRFRYPAUECC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 1-(hydroxymethyl)-7-(4-hydroxyphenyl)-4-oxo-8-oxabicyclo[3.2.1]oct-2-ene-6-carboxylic Acid
• CHEBI:174760

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9454	94.54%
Caco-2	-	0.8847	88.47%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7578	75.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9058	90.58%
P-glycoprotein inhibitior	-	0.9256	92.56%
P-glycoprotein substrate	-	0.8797	87.97%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.5891	58.91%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7562	75.62%
CYP2C9 inhibition	-	0.8061	80.61%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9401	94.01%
CYP2C8 inhibition	+	0.5237	52.37%
CYP inhibitory promiscuity	-	0.7234	72.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5095	50.95%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.5840	58.40%
Skin irritation	-	0.7230	72.30%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8169	81.69%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8131	81.31%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4792	47.92%
Acute Oral Toxicity (c)	III	0.4396	43.96%
Estrogen receptor binding	+	0.6531	65.31%
Androgen receptor binding	+	0.6883	68.83%
Thyroid receptor binding	-	0.7010	70.10%
Glucocorticoid receptor binding	+	0.6299	62.99%
Aromatase binding	-	0.5918	59.18%
PPAR gamma	-	0.5080	50.80%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8835	88.35%

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	97.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.33%	94.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.95%	89.67%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.58%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.45%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.71%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.51%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.86%	94.23%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 3461265
• NPASS: NPC178558
• LOTUS: LTS0067792
• wikiData: Q105113939