Phayomphenol A2

Details

• Internal ID: d29ed868-df1e-4bcd-8629-d7f5d2027c92
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3S,4S)-3-acetyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC(=O)C1C(C2=C(C=C(C=C2O)O)C(=O)O1)C3=CC=C(C=C3)O
• SMILES (Isomeric): CC(=O)[C@@H]1[C@H](C2=C(C=C(C=C2O)O)C(=O)O1)C3=CC=C(C=C3)O
• InChI: InChI=1S/C17H14O6/c1-8(18)16-14(9-2-4-10(19)5-3-9)15-12(17(22)23-16)6-11(20)7-13(15)21/h2-7,14,16,19-21H,1H3/t14-,16+/m0/s1
• InChI Key: ULVDXYXKRNQCCO-GOEBONIOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• Phayomphenol A2
• BDBM50362640
• (3s,4s)-3-acetyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydroisocoumarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	-	0.8108	81.08%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6936	69.36%
OATP2B1 inhibitior	-	0.5866	58.66%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.7935	79.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5441	54.41%
P-glycoprotein inhibitior	-	0.8025	80.25%
P-glycoprotein substrate	-	0.9083	90.83%
CYP3A4 substrate	+	0.5221	52.21%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.8027	80.27%
CYP2C9 inhibition	+	0.6277	62.77%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	-	0.6571	65.71%
CYP2C8 inhibition	-	0.5865	58.65%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.4827	48.27%
Skin irritation	-	0.5326	53.26%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7394	73.94%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9130	91.30%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6482	64.82%
Acute Oral Toxicity (c)	III	0.4897	48.97%
Estrogen receptor binding	+	0.6841	68.41%
Androgen receptor binding	+	0.7846	78.46%
Thyroid receptor binding	-	0.5357	53.57%
Glucocorticoid receptor binding	+	0.8353	83.53%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6685	66.85%
Honey bee toxicity	-	0.9229	92.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	97.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.96%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.58%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.93%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.32%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.55%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.76%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.73%	85.11%

Plants that contains it

• Anthoshorea roxburghii

Cross-Links

• PubChem: 57398919
• LOTUS: LTS0057102
• wikiData: Q105275369