Calopin B

Details

• Internal ID: 0cf50945-ac07-4558-8b74-8d22e3b4ffe4
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (3S,4R,5S)-4-[2,3-dihydroxy-4-(hydroxymethyl)phenyl]-3-hydroxy-5-methyloxan-2-one
• SMILES (Canonical): CC1COC(=O)C(C1C2=C(C(=C(C=C2)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1COC(=O)[C@H]([C@H]1C2=C(C(=C(C=C2)CO)O)O)O
• InChI: InChI=1S/C13H16O6/c1-6-5-19-13(18)12(17)9(6)8-3-2-7(4-14)10(15)11(8)16/h2-3,6,9,12,14-17H,4-5H2,1H3/t6-,9-,12+/m1/s1
• InChI Key: NJZFGSWJVGTAJR-JSTDYGSISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5879	58.79%
Caco-2	-	0.8952	89.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7039	70.39%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9432	94.32%
P-glycoprotein inhibitior	-	0.9674	96.74%
P-glycoprotein substrate	-	0.7329	73.29%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.8793	87.93%
CYP2C9 inhibition	-	0.8480	84.80%
CYP2C19 inhibition	-	0.9250	92.50%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.8506	85.06%
CYP2C8 inhibition	-	0.8553	85.53%
CYP inhibitory promiscuity	-	0.6923	69.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7172	71.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8253	82.53%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7551	75.51%
Micronuclear	+	0.5074	50.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6831	68.31%
Acute Oral Toxicity (c)	III	0.5757	57.57%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6342	63.42%
Thyroid receptor binding	-	0.4941	49.41%
Glucocorticoid receptor binding	+	0.6334	63.34%
Aromatase binding	-	0.7591	75.91%
PPAR gamma	-	0.6557	65.57%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8791	87.91%

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	98.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.97%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.51%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.81%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.25%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16046210
• LOTUS: LTS0073154
• wikiData: Q77567537