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(4R)-4-[(3S)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one

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 df6cc6d7-5f55-47a6-97ea-83c7b41418d7
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (4R)-4-[(3S)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one
SMILES (Canonical) CC1=CC(=O)CC(C1CCC(C)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)(C)C
SMILES (Isomeric) CC1=CC(=O)CC([C@H]1CC[C@H](C)O[C@H]2[C@@H]([C@@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O)(C)C
InChI InChI=1S/C31H52O17/c1-12-7-14(35)8-31(3,4)15(12)6-5-13(2)43-28-24(41)21(38)26(17(10-33)45-28)48-30-25(42)22(39)27(18(11-34)46-30)47-29-23(40)20(37)19(36)16(9-32)44-29/h7,13,15-30,32-34,36-42H,5-6,8-11H2,1-4H3/t13-,15-,16+,17+,18+,19+,20-,21-,22+,23+,24+,25+,26+,27+,28+,29-,30-/m0/s1
InChI Key FCWUARFDJBCDGC-VNLHNVGESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O17
Molecular Weight 696.70 g/mol
Exact Mass 696.32045019 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -3.82
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-4-[(3S)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5369 53.69%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.9016 90.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8704 87.04%
OATP1B3 inhibitior - 0.3297 32.97%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.7169 71.69%
P-glycoprotein inhibitior + 0.6111 61.11%
P-glycoprotein substrate - 0.6579 65.79%
CYP3A4 substrate + 0.6603 66.03%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition - 0.9619 96.19%
CYP2C9 inhibition - 0.8374 83.74%
CYP2C19 inhibition - 0.8742 87.42%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.8909 89.09%
CYP2C8 inhibition - 0.8114 81.14%
CYP inhibitory promiscuity - 0.9388 93.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.7181 71.81%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6740 67.40%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7907 79.07%
skin sensitisation - 0.8699 86.99%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6196 61.96%
Acute Oral Toxicity (c) III 0.6965 69.65%
Estrogen receptor binding + 0.7404 74.04%
Androgen receptor binding + 0.5904 59.04%
Thyroid receptor binding - 0.5799 57.99%
Glucocorticoid receptor binding - 0.4704 47.04%
Aromatase binding + 0.6475 64.75%
PPAR gamma + 0.6365 63.65%
Honey bee toxicity - 0.7279 72.79%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7150 71.50%
Fish aquatic toxicity + 0.9478 94.78%

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 98.58% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.85% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.23% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 93.05% 83.57%
CHEMBL220 P22303 Acetylcholinesterase 90.56% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.52% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.17% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.78% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 87.29% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.83% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.78% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.30% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.57% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.12% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.47% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 80.45% 94.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.04% 96.00%

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.
Piper aduncum

Cross-Links

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PubChem 154497223
LOTUS LTS0252451
wikiData Q104993410