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Hydramacroside A

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ec1c4541-f219-49ef-b220-4e6bda8cb248
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (3R,4aS)-5-ethenyl-3-[(4S)-4-hydroxy-6-(4-hydroxyphenyl)-2-oxohexyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one
SMILES (Canonical) C=CC1C2CC(OC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O)CC(=O)CC(CCC4=CC=C(C=C4)O)O
SMILES (Isomeric) C=CC1[C@@H]2C[C@@H](OC(=O)C2=COC1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)CC(=O)C[C@H](CCC4=CC=C(C=C4)O)O
InChI InChI=1S/C28H36O12/c1-2-19-20-11-18(10-17(32)9-16(31)8-5-14-3-6-15(30)7-4-14)38-26(36)21(20)13-37-27(19)40-28-25(35)24(34)23(33)22(12-29)39-28/h2-4,6-7,13,16,18-20,22-25,27-31,33-35H,1,5,8-12H2/t16-,18-,19?,20-,22+,23+,24-,25+,27?,28-/m0/s1
InChI Key RUFLRJSDVWBAIK-ANTYXGBGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H36O12
Molecular Weight 564.60 g/mol
Exact Mass 564.22067658 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.17
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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161161-66-6
RefChem:146981
(3R,4aS)-5-ethenyl-3-[(4S)-4-hydroxy-6-(4-hydroxyphenyl)-2-oxohexyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one
SCHEMBL29425946
DTXSID20936458
(3R,4aS)-5-Ethenyl-3-[(4S)-4-hydroxy-6-(4-hydroxyphenyl)-2-oxohexyl]-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside
5-Ethenyl-3-[4-hydroxy-6-(4-hydroxyphenyl)-2-oxohexyl]-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl hexopyranoside

2D Structure

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2D Structure of Hydramacroside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6333 63.33%
Caco-2 - 0.8995 89.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.7494 74.94%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8032 80.32%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4880 48.80%
P-glycoprotein inhibitior - 0.4746 47.46%
P-glycoprotein substrate + 0.5608 56.08%
CYP3A4 substrate + 0.6891 68.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8676 86.76%
CYP3A4 inhibition - 0.6732 67.32%
CYP2C9 inhibition - 0.8657 86.57%
CYP2C19 inhibition - 0.7386 73.86%
CYP2D6 inhibition - 0.8327 83.27%
CYP1A2 inhibition - 0.7373 73.73%
CYP2C8 inhibition + 0.6980 69.80%
CYP inhibitory promiscuity - 0.9268 92.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9194 91.94%
Skin irritation - 0.7588 75.88%
Skin corrosion - 0.9507 95.07%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6879 68.79%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8210 82.10%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6144 61.44%
Acute Oral Toxicity (c) III 0.5125 51.25%
Estrogen receptor binding + 0.7733 77.33%
Androgen receptor binding + 0.6864 68.64%
Thyroid receptor binding - 0.5550 55.50%
Glucocorticoid receptor binding - 0.4753 47.53%
Aromatase binding + 0.5464 54.64%
PPAR gamma + 0.6118 61.18%
Honey bee toxicity - 0.6067 60.67%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9638 96.38%

Targets

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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 98.38% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.71% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.57% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.43% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.84% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.29% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.91% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.67% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.36% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.80% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.91% 97.25%
CHEMBL220 P22303 Acetylcholinesterase 87.43% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.39% 94.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.65% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.95% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.48% 95.89%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 84.03% 96.37%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.51% 85.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.91% 94.00%
CHEMBL2514 O95665 Neurotensin receptor 2 81.71% 100.00%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 81.17% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.17% 95.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.08% 95.50%

Plants that contains it

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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.
Hydrangea macrophylla

Cross-Links

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PubChem 197692
LOTUS LTS0263615
wikiData Q82912657