Suffruticoside B

Details

• Internal ID: 31b37618-6a75-4389-ba54-3d4d252cb5c9
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-(2-acetyl-5-methoxyphenoxy)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-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(CO3)(CO)O)O)OC(=O)C4=CC(=C(C(=C4)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)(CO)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O
• InChI: InChI=1S/C27H32O16/c1-11(29)14-4-3-13(38-2)7-17(14)41-25-21(34)20(33)22(43-24(36)12-5-15(30)19(32)16(31)6-12)18(42-25)8-39-26-23(35)27(37,9-28)10-40-26/h3-7,18,20-23,25-26,28,30-35,37H,8-10H2,1-2H3/t18-,20-,21-,22-,23+,25-,26-,27-/m1/s1
• InChI Key: IIYNOSFQRKUHOL-FZOOHXBBSA-N
• Popularity: 0 references 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: -1.20
• 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	-	0.7036	70.36%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6764	67.64%
OATP2B1 inhibitior	-	0.5841	58.41%
OATP1B1 inhibitior	+	0.8311	83.11%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9202	92.02%
P-glycoprotein inhibitior	+	0.6321	63.21%
P-glycoprotein substrate	+	0.5802	58.02%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8581	85.81%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.7024	70.24%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6544	65.44%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.8470	84.70%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7950	79.50%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7326	73.26%
Acute Oral Toxicity (c)	III	0.6749	67.49%
Estrogen receptor binding	+	0.8256	82.56%
Androgen receptor binding	+	0.5850	58.50%
Thyroid receptor binding	+	0.5275	52.75%
Glucocorticoid receptor binding	+	0.7080	70.80%
Aromatase binding	+	0.6270	62.70%
PPAR gamma	+	0.7189	71.89%
Honey bee toxicity	-	0.8090	80.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7997	79.97%

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	99.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.77%	94.00%
CHEMBL4208	P20618	Proteasome component C5	93.74%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.14%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.92%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.88%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.96%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	91.95%	93.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.13%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.43%	83.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.15%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.17%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.03%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.64%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.04%	94.42%
CHEMBL340	P08684	Cytochrome P450 3A4	85.70%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.64%	97.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.55%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.08%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.86%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.44%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.25%	92.50%
CHEMBL2535	P11166	Glucose transporter	81.07%	98.75%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.70%	94.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 10258205
• NPASS: NPC181360
• LOTUS: LTS0035058
• wikiData: Q104401856