Phaseolorin A

Details

• Internal ID: b1db681e-60f0-4664-a358-f3c26d64868d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (2S)-5-hydroxy-2-(hydroxymethyl)-2-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-3H-chromen-4-one
• SMILES (Canonical): C1C(C(OC1=O)C2(CC(=O)C3=C(C=CC=C3O2)O)CO)CO
• SMILES (Isomeric): C1[C@@H]([C@H](OC1=O)[C@]2(CC(=O)C3=C(C=CC=C3O2)O)CO)CO
• InChI: InChI=1S/C15H16O7/c16-6-8-4-12(20)21-14(8)15(7-17)5-10(19)13-9(18)2-1-3-11(13)22-15/h1-3,8,14,16-18H,4-7H2/t8-,14+,15+/m1/s1
• InChI Key: OGMRIRZMHVEYTP-YIUPMNOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.28 g/mol
• Exact Mass: 308.08960285 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8762	87.62%
Caco-2	-	0.6318	63.18%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8290	82.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9067	90.67%
P-glycoprotein inhibitior	-	0.9325	93.25%
P-glycoprotein substrate	-	0.8085	80.85%
CYP3A4 substrate	+	0.5555	55.55%
CYP2C9 substrate	+	0.7992	79.92%
CYP2D6 substrate	-	0.8238	82.38%
CYP3A4 inhibition	-	0.8793	87.93%
CYP2C9 inhibition	-	0.6857	68.57%
CYP2C19 inhibition	-	0.7267	72.67%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9153	91.53%
CYP2C8 inhibition	-	0.6498	64.98%
CYP inhibitory promiscuity	-	0.8257	82.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5476	54.76%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7537	75.37%
Skin irritation	-	0.8106	81.06%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7014	70.14%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.8366	83.66%
Acute Oral Toxicity (c)	III	0.4010	40.10%
Estrogen receptor binding	+	0.7648	76.48%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	-	0.6341	63.41%
Glucocorticoid receptor binding	-	0.5117	51.17%
Aromatase binding	+	0.5265	52.65%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8543	85.43%

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	98.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.87%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.27%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	91.43%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	89.68%	97.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.77%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.79%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.73%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682905
• LOTUS: LTS0031579
• wikiData: Q105212197