Foliachinenoside C

Details

• Internal ID: ae6b3ea4-27b7-4509-b8c5-eba1295cf1cb
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(2R,3S,4S,5R)-5-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-bis(hydroxymethyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C(C(C(O2)C3=CC(=C(C(=C3)OC)OC4C(C(C(C(O4)CO)O)O)O)OC)CO)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]([C@H]([C@@H](O2)C3=CC(=C(C(=C3)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)CO)CO
• InChI: InChI=1S/C28H38O14/c1-36-16-5-12(6-17(37-2)21(16)32)25-14(9-29)15(10-30)26(41-25)13-7-18(38-3)27(19(8-13)39-4)42-28-24(35)23(34)22(33)20(11-31)40-28/h5-8,14-15,20,22-26,28-35H,9-11H2,1-4H3/t14-,15-,20-,22-,23+,24-,25+,26+,28+/m1/s1
• InChI Key: JNTVMSUGCQQJNZ-FKLBZQFOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₄
• Molecular Weight: 598.60 g/mol
• Exact Mass: 598.22615588 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

• AKOS040736413
• (2R)-2beta-[3,5-Dimethoxy-4-(beta-D-glucopyranosyloxy)phenyl]-5alpha-(3,5-dimethoxy-4-hydroxyphenyl)tetrahydrofuran-3alpha,4beta-bismethanol
• 1041180-87-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7259	72.59%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4840	48.40%
P-glycoprotein inhibitior	-	0.4400	44.00%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.7613	76.13%
CYP2C9 inhibition	-	0.8110	81.10%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.8775	87.75%
CYP2C8 inhibition	+	0.5190	51.90%
CYP inhibitory promiscuity	+	0.6154	61.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5575	55.75%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.8580	85.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3865	38.65%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8936	89.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8929	89.29%
Acute Oral Toxicity (c)	III	0.7375	73.75%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.6286	62.86%
Thyroid receptor binding	+	0.6087	60.87%
Glucocorticoid receptor binding	+	0.6072	60.72%
Aromatase binding	+	0.5194	51.94%
PPAR gamma	+	0.6595	65.95%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8288	82.88%

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	99.42%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.03%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.86%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.34%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.09%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.74%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.21%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.53%	92.62%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 101857083
• NPASS: NPC78441
• LOTUS: LTS0028327
• wikiData: Q105132117