Protoapigenin

Details

• Internal ID: fe94a810-dff3-4f00-bc0a-3dc1dd1465cb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-(1,4-dihydroxycyclohexa-2,5-dien-1-yl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1=CC(C=CC1O)(C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
• SMILES (Isomeric): C1=CC(C=CC1O)(C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
• InChI: InChI=1S/C15H12O6/c16-8-1-3-15(20,4-2-8)13-7-11(19)14-10(18)5-9(17)6-12(14)21-13/h1-8,16-18,20H
• InChI Key: BXZYQTCXZAHTCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• SCHEMBL15395253
• HY-N10691
• CS-0634297

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.6853	68.53%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5387	53.87%
OATP2B1 inhibitior	-	0.6844	68.44%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7085	70.85%
P-glycoprotein inhibitior	-	0.8527	85.27%
P-glycoprotein substrate	-	0.8263	82.63%
CYP3A4 substrate	+	0.5140	51.40%
CYP2C9 substrate	-	0.6040	60.40%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	+	0.9304	93.04%
CYP2C9 inhibition	+	0.6993	69.93%
CYP2C19 inhibition	-	0.5669	56.69%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	+	0.5412	54.12%
CYP2C8 inhibition	-	0.7034	70.34%
CYP inhibitory promiscuity	+	0.7257	72.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4989	49.89%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.6759	67.59%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9499	94.99%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6307	63.07%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	+	0.8628	86.28%
Androgen receptor binding	+	0.7894	78.94%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.9323	93.23%
Aromatase binding	+	0.9331	93.31%
PPAR gamma	+	0.9099	90.99%
Honey bee toxicity	-	0.7455	74.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9015	90.15%

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	98.94%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.04%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.54%	91.49%
CHEMBL3194	P02766	Transthyretin	90.46%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.58%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.11%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.10%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.15%	91.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.30%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.44%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.00%	94.42%
CHEMBL4530	P00488	Coagulation factor XIII	80.30%	96.00%

Plants that contains it

• Macrothelypteris torresiana

Cross-Links

• PubChem: 89910041
• LOTUS: LTS0226517
• wikiData: Q104949037