Phaseolorin B

Details

• Internal ID: 126ea203-5e26-4cd7-b153-bbca90952286
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (2S)-5-hydroxy-2-(hydroxymethyl)-2-[(S)-hydroxy-[(3R)-5-oxooxolan-3-yl]methyl]-3H-chromen-4-one
• SMILES (Canonical): C1C(COC1=O)C(C2(CC(=O)C3=C(C=CC=C3O2)O)CO)O
• SMILES (Isomeric): C1[C@H](COC1=O)[C@@H]([C@]2(CC(=O)C3=C(C=CC=C3O2)O)CO)O
• InChI: InChI=1S/C15H16O7/c16-7-15(14(20)8-4-12(19)21-6-8)5-10(18)13-9(17)2-1-3-11(13)22-15/h1-3,8,14,16-17,20H,4-7H2/t8-,14+,15+/m1/s1
• InChI Key: DKZBSBHPZOTUCG-YIUPMNOESA-N
• Popularity: 1 reference 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	+	0.7723	77.23%
Caco-2	-	0.7339	73.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7197	71.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9219	92.19%
P-glycoprotein inhibitior	-	0.9309	93.09%
P-glycoprotein substrate	-	0.5784	57.84%
CYP3A4 substrate	+	0.5565	55.65%
CYP2C9 substrate	+	0.7991	79.91%
CYP2D6 substrate	-	0.8193	81.93%
CYP3A4 inhibition	-	0.8943	89.43%
CYP2C9 inhibition	-	0.8261	82.61%
CYP2C19 inhibition	-	0.7383	73.83%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.8982	89.82%
CYP2C8 inhibition	-	0.7266	72.66%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5691	56.91%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8629	86.29%
Skin irritation	-	0.8206	82.06%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7034	70.34%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5733	57.33%
Acute Oral Toxicity (c)	III	0.4426	44.26%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.6865	68.65%
Thyroid receptor binding	-	0.6342	63.42%
Glucocorticoid receptor binding	+	0.5969	59.69%
Aromatase binding	-	0.6222	62.22%
PPAR gamma	+	0.6605	66.05%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8379	83.79%

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	98.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.75%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.70%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.79%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.32%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.36%	86.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.26%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682906
• LOTUS: LTS0006436
• wikiData: Q104983987