Suffruticoside D

Details

• Internal ID: 5e811973-1e61-47b2-bfc0-a7086e31b2f2
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-(2-acetyl-5-methoxyphenoxy)-4,5-dihydroxy-2-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-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)O)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@H]([C@H](CO3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O
• InChI: InChI=1S/C27H32O16/c1-10(28)13-4-3-12(38-2)7-17(13)41-27-23(36)21(34)24(43-25(37)11-5-14(29)19(32)15(30)6-11)18(42-27)9-40-26-22(35)20(33)16(31)8-39-26/h3-7,16,18,20-24,26-27,29-36H,8-9H2,1-2H3/t16-,18+,20-,21+,22+,23+,24+,26-,27+/m0/s1
• InChI Key: RUAYDWCAPDNACJ-NFEAGSSZSA-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: -1.50
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8034	80.34%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6362	63.62%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.8082	80.82%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8641	86.41%
P-glycoprotein inhibitior	-	0.4711	47.11%
P-glycoprotein substrate	+	0.5322	53.22%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.9131	91.31%
CYP2C19 inhibition	-	0.9397	93.97%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.9015	90.15%
CYP2C8 inhibition	+	0.6428	64.28%
CYP inhibitory promiscuity	-	0.9533	95.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7415	74.15%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.8738	87.38%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7794	77.94%
Micronuclear	-	0.5052	50.52%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9274	92.74%
Acute Oral Toxicity (c)	III	0.7787	77.87%
Estrogen receptor binding	+	0.8463	84.63%
Androgen receptor binding	+	0.5272	52.72%
Thyroid receptor binding	+	0.5311	53.11%
Glucocorticoid receptor binding	+	0.6153	61.53%
Aromatase binding	+	0.5599	55.99%
PPAR gamma	+	0.7071	70.71%
Honey bee toxicity	-	0.8309	83.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.8452	84.52%

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	98.16%	96.09%
CHEMBL4208	P20618	Proteasome component C5	95.59%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.82%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.05%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	89.74%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.03%	83.00%
CHEMBL4581	P52732	Kinesin-like protein 1	87.60%	93.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.40%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.17%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.06%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.95%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.20%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.91%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.78%	95.83%
CHEMBL2535	P11166	Glucose transporter	83.12%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.36%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.91%	99.15%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.18%	94.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.04%	94.42%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 5321547
• NPASS: NPC248540
• LOTUS: LTS0187293
• wikiData: Q104401858