Bidenoside C

Details

• Internal ID: 719b52b1-81fa-4446-8950-288f03951443
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(E)-dec-8-en-4,6-diynoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC=CC#CC#CCCCOC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C/C=C/C#CC#CCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C16H22O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h2-3,12-20H,8-11H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: QIFYDSMWESCVBZ-FAOXUISGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.34 g/mol
• Exact Mass: 310.14163842 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• Bidenoside C
• Compound NP-008339
• BDBM50379286
• AKOS040739346

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9341	93.41%
Caco-2	-	0.8383	83.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9301	93.01%
P-glycoprotein inhibitior	-	0.8485	84.85%
P-glycoprotein substrate	-	0.8757	87.57%
CYP3A4 substrate	+	0.5849	58.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8399	83.99%
CYP3A4 inhibition	-	0.9152	91.52%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8742	87.42%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	-	0.6599	65.99%
CYP inhibitory promiscuity	-	0.8621	86.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9844	98.44%
Skin irritation	-	0.8223	82.23%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6888	68.88%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8072	80.72%
skin sensitisation	-	0.8905	89.05%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4809	48.09%
Estrogen receptor binding	+	0.5858	58.58%
Androgen receptor binding	-	0.5813	58.13%
Thyroid receptor binding	+	0.7015	70.15%
Glucocorticoid receptor binding	-	0.5218	52.18%
Aromatase binding	-	0.4867	48.67%
PPAR gamma	+	0.6256	62.56%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.8412	84.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.95%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.91%	96.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.58%	97.47%
CHEMBL2581	P07339	Cathepsin D	83.17%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.83%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.35%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.37%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.24%	94.45%

Plants that contains it

• Aster auriculatus
• Aster koraiensis
• Baccharis thesioides
• Bonnetia paniculata
• Carthamus tinctorius
• Glycosmis ovoidea
• Raukaua simplex
• Veronica chamaedrys
• Vitex agnus-castus

Cross-Links

• PubChem: 70695725
• NPASS: NPC277570
• LOTUS: LTS0008873
• wikiData: Q105221360