Sphalleroside A

Details

• Internal ID: ced06291-414a-4294-835d-41e6dd95fabb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(3-hydroxy-2-methoxy-5-prop-2-enylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)CC=C)O
• SMILES (Isomeric): COC1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)CC=C)O
• InChI: InChI=1S/C16H22O8/c1-3-4-8-5-9(18)15(22-2)10(6-8)23-16-14(21)13(20)12(19)11(7-17)24-16/h3,5-6,11-14,16-21H,1,4,7H2,2H3
• InChI Key: PCHIAQZAMZOONE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7187	71.87%
Caco-2	-	0.7956	79.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5526	55.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8342	83.42%
P-glycoprotein inhibitior	-	0.9013	90.13%
P-glycoprotein substrate	-	0.8887	88.87%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.5816	58.16%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.7874	78.74%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	+	0.5617	56.17%
CYP inhibitory promiscuity	-	0.5736	57.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7145	71.45%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.8139	81.39%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4720	47.20%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7773	77.73%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6922	69.22%
Acute Oral Toxicity (c)	III	0.7580	75.80%
Estrogen receptor binding	-	0.6036	60.36%
Androgen receptor binding	-	0.8021	80.21%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	-	0.6038	60.38%
Aromatase binding	+	0.5514	55.14%
PPAR gamma	+	0.5399	53.99%
Honey bee toxicity	-	0.7773	77.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7699	76.99%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.59%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.69%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.07%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.47%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.52%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.42%	86.92%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.55%	97.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.24%	95.89%

Plants that contains it

• Foeniculum vulgare
• Sphallerocarpus gracilis

Cross-Links

• PubChem: 131751300
• LOTUS: LTS0248038
• wikiData: Q105205728