Litseaefoloside C

Details

• Internal ID: 92bb9f8b-4598-4dd5-8aed-d73db2f02d95
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]methyl 4-hydroxy-3-methoxybenzoate
• InChI: InChI=1S/C30H30O14/c1-40-23-12-17(5-7-19(23)32)29(39)42-13-16-3-8-22(21(34)11-16)43-30-28(38)27(37)26(36)24(44-30)14-41-25(35)9-4-15-2-6-18(31)20(33)10-15/h2-12,24,26-28,30-34,36-38H,13-14H2,1H3/b9-4+/t24-,26-,27+,28-,30-/m1/s1
• InChI Key: IMVLKRZWKQBCNJ-ZAHDVKFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₄
• Molecular Weight: 614.50 g/mol
• Exact Mass: 614.16355563 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

• CHEBI:66582
• 4-({6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl}oxy)-3-hydroxybenzyl 4-hydroxy-3-methoxybenzoate
• (4-((2S,3R,4S,5S,6R)-6-(((E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)oxymethyl)-3,4,5-trihydroxyoxan-2-yl)oxy-3-hydroxyphenyl)methyl 4-hydroxy-3-methoxybenzoate
• [4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]methyl 4-hydroxy-3-methoxybenzoate
• 4-((6-O-((2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)-beta-D-glucopyranosyl)oxy)-3-hydroxybenzyl 4-hydroxy-3-methoxybenzoate
• RefChem:924837
• 3-hydroxy-4-O-beta-D-(6-O-caffeoylglucopyranosyl)benzyl vanilloate
• [4-[(2S,3R,4S,5S,6R)-6-[[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]methyl4-hydroxy-3-methoxybenzoate
• CHEMBL506203
• DTXSID501103274
• BDBM50478412
• 871018-29-0
• Q27135197
• I(2)-D-Glucopyranoside, 2-hydroxy-4-[[(4-hydroxy-3-methoxybenzoyl)oxy]methyl]phenyl, 6-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7282	72.82%
Caco-2	-	0.8992	89.92%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6314	63.14%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7510	75.10%
P-glycoprotein inhibitior	+	0.6906	69.06%
P-glycoprotein substrate	-	0.6296	62.96%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.8810	88.10%
CYP2C9 inhibition	-	0.7551	75.51%
CYP2C19 inhibition	-	0.8164	81.64%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.8464	84.64%
CYP2C8 inhibition	+	0.8634	86.34%
CYP inhibitory promiscuity	-	0.7411	74.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6724	67.24%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.8559	85.59%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6527	65.27%
Micronuclear	+	0.6207	62.07%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9477	94.77%
Acute Oral Toxicity (c)	III	0.7572	75.72%
Estrogen receptor binding	+	0.7634	76.34%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.5512	55.12%
Glucocorticoid receptor binding	+	0.6004	60.04%
Aromatase binding	-	0.5418	54.18%
PPAR gamma	+	0.7107	71.07%
Honey bee toxicity	-	0.7326	73.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5866	58.66%
Fish aquatic toxicity	+	0.9179	91.79%

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	98.31%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.87%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.59%	99.17%
CHEMBL3194	P02766	Transthyretin	97.45%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.97%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.27%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.38%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.13%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.10%	80.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.97%	96.95%
CHEMBL2535	P11166	Glucose transporter	86.41%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.39%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.40%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.16%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.70%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.10%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.08%	95.83%

Plants that contains it

• Ilex latifolia

Cross-Links

• PubChem: 11527348
• LOTUS: LTS0126177
• wikiData: Q27135197