Caesalpiniaphenol C

Details

• Internal ID: a5342201-b4d8-450f-952b-2025261bd474
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 3,9,10-trihydroxybenzo[d][1]benzoxepin-7-one
• SMILES (Canonical): C1C(=O)C2=CC(=C(C=C2C3=C(O1)C=C(C=C3)O)O)O
• SMILES (Isomeric): C1C(=O)C2=CC(=C(C=C2C3=C(O1)C=C(C=C3)O)O)O
• InChI: InChI=1S/C14H10O5/c15-7-1-2-8-9-4-11(16)12(17)5-10(9)13(18)6-19-14(8)3-7/h1-5,15-17H,6H2
• InChI Key: ZAOGOJVQXXXNAU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL2208385
• 3,9,10-Trihydroxy-6,7-dihydrodibenzo[b,d]oxepin-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	+	0.6718	67.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.9307	93.07%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8387	83.87%
P-glycoprotein inhibitior	-	0.9621	96.21%
P-glycoprotein substrate	-	0.9149	91.49%
CYP3A4 substrate	-	0.5871	58.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7417	74.17%
CYP3A4 inhibition	-	0.8562	85.62%
CYP2C9 inhibition	-	0.7134	71.34%
CYP2C19 inhibition	-	0.7317	73.17%
CYP2D6 inhibition	-	0.8870	88.70%
CYP1A2 inhibition	+	0.8069	80.69%
CYP2C8 inhibition	-	0.9074	90.74%
CYP inhibitory promiscuity	-	0.7817	78.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5342	53.42%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.9895	98.95%
Skin irritation	-	0.5667	56.67%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8211	82.11%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6701	67.01%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5536	55.36%
Acute Oral Toxicity (c)	III	0.3617	36.17%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	+	0.8040	80.40%
Thyroid receptor binding	+	0.6821	68.21%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.8070	80.70%
PPAR gamma	+	0.7525	75.25%
Honey bee toxicity	-	0.8435	84.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9084	90.84%

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	98.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.34%	93.40%
CHEMBL3194	P02766	Transthyretin	83.51%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.42%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.66%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.19%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.52%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.57%	96.09%

Plants that contains it

• Biancaea sappan

Cross-Links

• PubChem: 71452598
• NPASS: NPC28103
• LOTUS: LTS0038258
• wikiData: Q105369974