Camaroside

Details

Top
Internal ID 8e06e4c0-b008-429f-af8d-16d9770a8258
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 5-hydroxy-3,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI InChI=1S/C23H24O11/c1-30-12-7-13(25)16-14(8-12)33-21(22(31-2)18(16)27)10-3-5-11(6-4-10)32-23-20(29)19(28)17(26)15(9-24)34-23/h3-8,15,17,19-20,23-26,28-29H,9H2,1-2H3/t15-,17-,19+,20-,23-/m1/s1
InChI Key AMYHLRMWVVIQBZ-BPAZWDACSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H24O11
Molecular Weight 476.40 g/mol
Exact Mass 476.13186158 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

Top
150853-97-7
4',5-Dihydroxy-3,7-dimethoxyflavone-4'-O-glucopyranoside
5-hydroxy-3,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
DTXSID40164630
4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-5-hydroxy-3,7-dimethoxy-

2D Structure

Top
2D Structure of Camaroside

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5074 50.74%
Caco-2 - 0.8666 86.66%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.5686 56.86%
OATP1B1 inhibitior + 0.9247 92.47%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5613 56.13%
P-glycoprotein inhibitior + 0.5906 59.06%
P-glycoprotein substrate - 0.7680 76.80%
CYP3A4 substrate + 0.6090 60.90%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.7427 74.27%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9213 92.13%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5941 59.41%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8551 85.51%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.7192 71.92%
Androgen receptor binding + 0.6906 69.06%
Thyroid receptor binding + 0.5509 55.09%
Glucocorticoid receptor binding + 0.6015 60.15%
Aromatase binding + 0.5668 56.68%
PPAR gamma + 0.7278 72.78%
Honey bee toxicity - 0.8282 82.82%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7522 75.22%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.78% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.34% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.24% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.60% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.85% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.54% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.60% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.86% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.80% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.77% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.75% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.14% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.58% 94.45%
CHEMBL4208 P20618 Proteasome component C5 85.01% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.16% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 82.38% 94.45%
CHEMBL1907 P15144 Aminopeptidase N 80.32% 93.31%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Calotropis procera
Lantana camara

Cross-Links

Top
PubChem 5315628
NPASS NPC252935
LOTUS LTS0207208
wikiData Q83033695