Suffruticoside A

Details

• Internal ID: 8582e661-4fb5-44a6-96b0-fad25f589647
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-6-(2-acetyl-5-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(=O)C1=C(C=C(C=C1)OC)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C(C=C1)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H32O16/c1-11(28)14-4-3-13(38-2)7-17(14)42-25-22(34)21(33)20(32)18(43-25)8-39-26-23(35)27(37,10-41-26)9-40-24(36)12-5-15(29)19(31)16(30)6-12/h3-7,18,20-23,25-26,29-35,37H,8-10H2,1-2H3/t18-,20-,21+,22-,23+,25-,26-,27-/m1/s1
• InChI Key: QNVPMKAFCVXMFH-NDDHQHNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₆
• Molecular Weight: 612.50 g/mol
• Exact Mass: 612.16903493 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6588	65.88%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7217	72.17%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7569	75.69%
P-glycoprotein inhibitior	+	0.5805	58.05%
P-glycoprotein substrate	+	0.5550	55.50%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8874	88.74%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.8554	85.54%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8745	87.45%
CYP2C8 inhibition	+	0.7495	74.95%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.8495	84.95%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5048	50.48%
Hepatotoxicity	-	0.7333	73.33%
skin sensitisation	-	0.8413	84.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8434	84.34%
Acute Oral Toxicity (c)	III	0.6752	67.52%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.5905	59.05%
Thyroid receptor binding	-	0.5177	51.77%
Glucocorticoid receptor binding	+	0.6942	69.42%
Aromatase binding	+	0.6951	69.51%
PPAR gamma	+	0.7304	73.04%
Honey bee toxicity	-	0.8270	82.70%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8797	87.97%

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	99.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.51%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.63%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.00%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.12%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.71%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.45%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.65%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.46%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.21%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.44%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	86.38%	93.18%
CHEMBL2535	P11166	Glucose transporter	85.89%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.86%	97.53%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.77%	83.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.69%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	83.69%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.72%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.21%	89.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.86%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.63%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.43%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.05%	99.15%

Plants that contains it

• Acer saccharum
• Aloe vera
• Astragalus mongholicus
• Beta vulgaris
• Eleutherococcus senticosus
• Fritillaria unibracteata
• Gastrodia elata
• Hansenia weberbaueriana
• Isatis tinctoria
• Paeonia suffruticosa
• Panax ginseng
• Plantago asiatica
• Pyrrosia lingua
• Saposhnikovia divaricata
• Scutellaria baicalensis
• Taraxacum officinale

Cross-Links

• PubChem: 9986231
• NPASS: NPC66700
• LOTUS: LTS0115425
• wikiData: Q104401855