6'-Ocaffeoylgoodyeroside

Details

• Internal ID: 00c8d832-83bf-40bc-91a9-9969da58b0e1
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(3S)-5-oxooxolan-3-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C19H22O11/c20-11-3-1-9(5-12(11)21)2-4-14(22)28-8-13-16(24)17(25)18(26)19(30-13)29-10-6-15(23)27-7-10/h1-5,10,13,16-21,24-26H,6-8H2/b4-2+/t10-,13+,16+,17-,18+,19+/m0/s1
• InChI Key: CYEFUTNNSBRMEB-ICCSCHITSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₁₁
• Molecular Weight: 426.40 g/mol
• Exact Mass: 426.11621151 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6474	64.74%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7431	74.31%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6345	63.45%
P-glycoprotein inhibitior	-	0.7342	73.42%
P-glycoprotein substrate	-	0.8146	81.46%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.6778	67.78%
CYP2C9 inhibition	-	0.7706	77.06%
CYP2C19 inhibition	-	0.7008	70.08%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.8504	85.04%
CYP2C8 inhibition	+	0.5231	52.31%
CYP inhibitory promiscuity	-	0.6240	62.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8577	85.77%
Skin irritation	-	0.8353	83.53%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6315	63.15%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7823	78.23%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9157	91.57%
Acute Oral Toxicity (c)	III	0.6587	65.87%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.6050	60.50%
Thyroid receptor binding	-	0.5258	52.58%
Glucocorticoid receptor binding	+	0.5451	54.51%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	+	0.6837	68.37%
Honey bee toxicity	-	0.7892	78.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.85%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.00%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.95%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.52%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.77%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.12%	98.95%
CHEMBL3194	P02766	Transthyretin	87.68%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.82%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.41%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.66%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.97%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.86%	100.00%

Plants that contains it

• Sarracenia purpurea

Cross-Links

• PubChem: 70693126
• NPASS: NPC470572
• ChEMBL: CHEMBL2071306