Shomaside B

Details

• Internal ID: 0b53f612-9df5-4b00-9a2e-714724585262
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-[(E)-3-[3-methoxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxybutanedioic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC(C(=O)O)C(CC2=CC=C(C=C2)O)(C(=O)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H](C(=O)O)[C@](CC2=CC=C(C=C2)O)(C(=O)O)O)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C27H30O15/c1-39-17-10-13(4-8-16(17)40-25-22(33)21(32)20(31)18(12-28)41-25)5-9-19(30)42-23(24(34)35)27(38,26(36)37)11-14-2-6-15(29)7-3-14/h2-10,18,20-23,25,28-29,31-33,38H,11-12H2,1H3,(H,34,35)(H,36,37)/b9-5+/t18-,20+,21+,22-,23-,25-,27-/m1/s1
• InChI Key: UEFRIVIHMWFPPY-SAZVBQAKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.35
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• CHEMBL1096590

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5851	58.51%
Caco-2	-	0.8870	88.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5476	54.76%
OATP2B1 inhibitior	-	0.7088	70.88%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8127	81.27%
P-glycoprotein inhibitior	+	0.6295	62.95%
P-glycoprotein substrate	-	0.5426	54.26%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.7891	78.91%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.8890	88.90%
CYP2C8 inhibition	+	0.8187	81.87%
CYP inhibitory promiscuity	-	0.9058	90.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.8268	82.68%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3764	37.64%
Micronuclear	+	0.5792	57.92%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8908	89.08%
Acute Oral Toxicity (c)	III	0.7329	73.29%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.6606	66.06%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.6352	63.52%
Aromatase binding	-	0.5338	53.38%
PPAR gamma	+	0.6190	61.90%
Honey bee toxicity	-	0.7428	74.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8245	82.45%

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	97.96%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.02%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.84%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.57%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.61%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.34%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	89.80%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.52%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.83%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.66%	95.89%
CHEMBL3194	P02766	Transthyretin	85.77%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.56%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.99%	97.33%

Plants that contains it

• Actaea dahurica

Cross-Links

• PubChem: 46209784
• NPASS: NPC40920
• LOTUS: LTS0116799
• wikiData: Q105270871