Rha(a1-3)[coumaroyl(3-OH)(-4)]aldehydo-All

Details

• Internal ID: b278de69-38e5-4853-aa06-68d1e0d86eac
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3R,4S,5R)-1,2,5-trihydroxy-6-oxo-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C(C=O)O)C(C(CO)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]([C@H](C=O)O)[C@@H]([C@@H](CO)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O)O
• InChI: InChI=1S/C21H28O13/c1-9-16(29)17(30)18(31)21(32-9)34-20(14(27)8-23)19(13(26)7-22)33-15(28)5-3-10-2-4-11(24)12(25)6-10/h2-6,8-9,13-14,16-22,24-27,29-31H,7H2,1H3/b5-3+/t9-,13+,14-,16-,17+,18+,19+,20-,21-/m0/s1
• InChI Key: KARNWFDIYRKBOE-BHLHHZAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₁₃
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.15299094 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.85
• H-Bond Acceptor: 13
• 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	+	0.6170	61.70%
Caco-2	-	0.9124	91.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6205	62.05%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9032	90.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5955	59.55%
P-glycoprotein inhibitior	-	0.7570	75.70%
P-glycoprotein substrate	-	0.6543	65.43%
CYP3A4 substrate	+	0.5973	59.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.7487	74.87%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.9178	91.78%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	+	0.5439	54.39%
CYP inhibitory promiscuity	-	0.7985	79.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7664	76.64%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.7934	79.34%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	+	0.5692	56.92%
Hepatotoxicity	-	0.7020	70.20%
skin sensitisation	-	0.7129	71.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9095	90.95%
Acute Oral Toxicity (c)	III	0.8008	80.08%
Estrogen receptor binding	+	0.7502	75.02%
Androgen receptor binding	-	0.5413	54.13%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.5728	57.28%
Aromatase binding	-	0.4876	48.76%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.8250	82.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7930	79.30%

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	99.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.66%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.52%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.77%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.48%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.95%	90.00%
CHEMBL3194	P02766	Transthyretin	88.50%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.66%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.90%	80.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.52%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.42%	99.15%

Plants that contains it

• Acanthus ilicifolius
• Lippia alba
• Scrophularia ningpoensis
• Stachys byzantina

Cross-Links

• PubChem: 163072062
• LOTUS: LTS0097965
• wikiData: Q105137969