Calopin

Details

• Internal ID: 44e1addd-d252-4ad4-ad78-1ec740bdaa5c
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (3S,4R,5S)-4-(2,3-dihydroxy-4-methylphenyl)-3-hydroxy-5-methyloxan-2-one
• SMILES (Canonical): CC1COC(=O)C(C1C2=C(C(=C(C=C2)C)O)O)O
• SMILES (Isomeric): C[C@@H]1COC(=O)[C@H]([C@H]1C2=C(C(=C(C=C2)C)O)O)O
• InChI: InChI=1S/C13H16O5/c1-6-3-4-8(11(15)10(6)14)9-7(2)5-18-13(17)12(9)16/h3-4,7,9,12,14-16H,5H2,1-2H3/t7-,9-,12+/m1/s1
• InChI Key: BUYWZUSDDLWZNM-GMEUVTARSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEMBL4176963

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7958	79.58%
Caco-2	-	0.7629	76.29%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8985	89.85%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8733	87.33%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.7777	77.77%
CYP3A4 substrate	+	0.5245	52.45%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8227	82.27%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	+	0.6323	63.23%
CYP2C19 inhibition	-	0.7408	74.08%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	-	0.5642	56.42%
CYP2C8 inhibition	-	0.8613	86.13%
CYP inhibitory promiscuity	-	0.6204	62.04%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8607	86.07%
Carcinogenicity (trinary)	Non-required	0.6763	67.63%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.8504	85.04%
Skin irritation	-	0.7270	72.70%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7236	72.36%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8638	86.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5974	59.74%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6647	66.47%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	-	0.5909	59.09%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	-	0.6495	64.95%
Glucocorticoid receptor binding	-	0.4928	49.28%
Aromatase binding	-	0.8479	84.79%
PPAR gamma	-	0.6542	65.42%
Honey bee toxicity	-	0.9498	94.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9637	96.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.36%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.28%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.82%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.99%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.34%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.59%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11118539
• LOTUS: LTS0168151
• wikiData: Q77421148