Camellianoside

Details

• Internal ID: 6d18d714-fab7-4876-9f73-ffba985fc310
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)OC6C(C(C(CO6)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O
• InChI: InChI=1S/C32H38O20/c1-9-19(38)28(51-30-24(43)20(39)15(37)7-46-30)26(45)31(48-9)47-8-17-21(40)23(42)25(44)32(50-17)52-29-22(41)18-14(36)5-11(33)6-16(18)49-27(29)10-2-3-12(34)13(35)4-10/h2-6,9,15,17,19-21,23-26,28,30-40,42-45H,7-8H2,1H3/t9-,15+,17+,19-,20-,21+,23-,24+,25+,26+,28+,30-,31+,32-/m0/s1
• InChI Key: GSTBDLJYXUQTFK-FODKTCEYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₀
• Molecular Weight: 742.60 g/mol
• Exact Mass: 742.19564360 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.22
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-xylopyranosyl-(1->3)-6-deoxy-alpha-L-mannopyranosyl-(1->6)-beta-D-glucopyranoside
• quercetin 3-O-beta-xylopyranosyl-(1->3)-O-alpha-L-rhamnopyranosyl-(1->6)-O-beta-D-glucopyranoside
• CHEBI:65569
• Q27134024
• 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5635	56.35%
Caco-2	-	0.9003	90.03%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6322	63.22%
P-glycoprotein inhibitior	-	0.4540	45.40%
P-glycoprotein substrate	+	0.6532	65.32%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9536	95.36%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9091	90.91%
CYP2C8 inhibition	+	0.8345	83.45%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4003	40.03%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	+	0.5951	59.51%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9664	96.64%
Acute Oral Toxicity (c)	III	0.6372	63.72%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5553	55.53%
Aromatase binding	+	0.5719	57.19%
PPAR gamma	+	0.7049	70.49%
Honey bee toxicity	-	0.7237	72.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.8359	83.59%

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	99.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.63%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.86%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.73%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.35%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.19%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.79%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.10%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.72%	80.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.29%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.59%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.94%	80.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.05%	95.78%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.72%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.79%	99.23%

Plants that contains it

• Camellia japonica

Cross-Links

• PubChem: 11988368
• LOTUS: LTS0161237
• wikiData: Q27134024