Suffruticoside C

Details

• Internal ID: 1f136df0-7fa7-40c9-a5e3-1f9b64dceed4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-(2-acetyl-5-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxyoxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(=O)C1=C(C=C(C=C1)OC)OC2C(C(C(C(O2)COC3C(C(C(CO3)OC(=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@H]([C@H](CO3)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H32O16/c1-10(28)13-4-3-12(38-2)7-16(13)42-27-24(36)22(34)20(32)18(43-27)9-40-26-23(35)21(33)17(8-39-26)41-25(37)11-5-14(29)19(31)15(30)6-11/h3-7,17-18,20-24,26-27,29-36H,8-9H2,1-2H3/t17-,18+,20+,21-,22-,23+,24+,26-,27+/m0/s1
• InChI Key: RCIAZDQVOCMCHH-OJMZZINESA-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: -1.50
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• (3R,4R,5S,6R)-6-(((2R,3S,4S,5R,6S)-6-(2-acetyl-5-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl)methoxy)-4,5-dihydroxyoxan-3-yl 3,4,5-trihydroxybenzoic acid
• (3R,4R,5S,6R)-6-{[(2R,3S,4S,5R,6S)-6-(2-acetyl-5-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-4,5-dihydroxyoxan-3-yl 3,4,5-trihydroxybenzoic acid
• RefChem:186444
• 145898-96-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8456	84.56%
Caco-2	-	0.8770	87.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	0.7218	72.18%
OATP1B1 inhibitior	+	0.7983	79.83%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8168	81.68%
P-glycoprotein inhibitior	-	0.4811	48.11%
P-glycoprotein substrate	+	0.5314	53.14%
CYP3A4 substrate	+	0.6573	65.73%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.9100	91.00%
CYP2C9 inhibition	-	0.8511	85.11%
CYP2C19 inhibition	-	0.8825	88.25%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	+	0.6910	69.10%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7421	74.21%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.8841	88.41%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5052	50.52%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9007	90.07%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9124	91.24%
Acute Oral Toxicity (c)	III	0.7521	75.21%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.5323	53.23%
Thyroid receptor binding	-	0.5080	50.80%
Glucocorticoid receptor binding	+	0.6663	66.63%
Aromatase binding	+	0.6420	64.20%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.8900	89.00%

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	99.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.53%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	93.31%	94.45%
CHEMBL4208	P20618	Proteasome component C5	93.21%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.52%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.43%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.03%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.50%	96.00%
CHEMBL2535	P11166	Glucose transporter	87.72%	98.75%
CHEMBL4581	P52732	Kinesin-like protein 1	87.18%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.01%	92.94%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.76%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.58%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.17%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.14%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.03%	97.53%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.97%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.94%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.82%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	80.79%	94.73%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 10258206
• NPASS: NPC275088
• LOTUS: LTS0012315
• wikiData: Q104401857