Caesalpiniaphenol B

Details

• Internal ID: 8b240a5f-6c14-45f7-bbef-4c912f828be3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (3R)-3,7-dihydroxy-3-[(5-oxo-2H-furan-4-yl)methyl]-2H-chromen-4-one
• InChI: InChI=1S/C14H12O6/c15-9-1-2-10-11(5-9)20-7-14(18,12(10)16)6-8-3-4-19-13(8)17/h1-3,5,15,18H,4,6-7H2/t14-/m1/s1
• InChI Key: KCUVXAULFNGKQN-CQSZACIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R)-3,7-dihydroxy-3-((5-oxo-2H-furan-4-yl)methyl)-2H-chromen-4-one
• (3R)-3,7-dihydroxy-3-[(5-oxo-2H-furan-4-yl)methyl]-2H-chromen-4-one
• RefChem:122636
• CHEMBL2208388

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	-	0.6724	67.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8265	82.65%
OATP2B1 inhibitior	-	0.7199	71.99%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7895	78.95%
P-glycoprotein inhibitior	-	0.9140	91.40%
P-glycoprotein substrate	-	0.6715	67.15%
CYP3A4 substrate	+	0.5277	52.77%
CYP2C9 substrate	-	0.7905	79.05%
CYP2D6 substrate	-	0.8284	82.84%
CYP3A4 inhibition	-	0.7429	74.29%
CYP2C9 inhibition	-	0.6972	69.72%
CYP2C19 inhibition	-	0.6324	63.24%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	-	0.7685	76.85%
CYP2C8 inhibition	-	0.6683	66.83%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4800	48.00%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.6471	64.71%
Skin irritation	-	0.7447	74.47%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9172	91.72%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6904	69.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6663	66.63%
Acute Oral Toxicity (c)	III	0.4490	44.90%
Estrogen receptor binding	+	0.6969	69.69%
Androgen receptor binding	+	0.7268	72.68%
Thyroid receptor binding	-	0.6330	63.30%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7026	70.26%
PPAR gamma	+	0.6427	64.27%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	99.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.02%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.01%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.07%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

• Biancaea sappan

Cross-Links

• PubChem: 71457914
• NPASS: NPC116822
• LOTUS: LTS0044887
• wikiData: Q105138958