(4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-one

Details

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Internal ID 209bbd9b-00b6-4626-b61e-88a2c559c0a1
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-one
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3O)OC4C(OC(CC4O)OC5C(OC(=O)CC5OC)C)C)C)C)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@H]3O)O[C@@H]4[C@H](O[C@H](C[C@@H]4O)O[C@@H]5[C@H](OC(=O)C[C@H]5OC)C)C)C)C)OC)O
InChI InChI=1S/C33H56O16/c1-14-29(37)21(38-6)12-27(42-14)49-33-18(5)45-28(13-23(33)40-8)47-31-16(3)43-25(9-19(31)34)46-30-15(2)44-26(10-20(30)35)48-32-17(4)41-24(36)11-22(32)39-7/h14-23,25-35,37H,9-13H2,1-8H3/t14-,15-,16-,17-,18-,19-,20+,21+,22-,23+,25+,26+,27+,28+,29-,30-,31-,32-,33-/m1/s1
InChI Key YSVMKQYOKBQTQB-XFRBQHLCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H56O16
Molecular Weight 708.80 g/mol
Exact Mass 708.35683569 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.53
H-Bond Acceptor 16
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8486 84.86%
Caco-2 - 0.8454 84.54%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6871 68.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8955 89.55%
OATP1B3 inhibitior + 0.8621 86.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7390 73.90%
P-glycoprotein inhibitior + 0.6938 69.38%
P-glycoprotein substrate - 0.6533 65.33%
CYP3A4 substrate + 0.5893 58.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8963 89.63%
CYP3A4 inhibition - 0.9730 97.30%
CYP2C9 inhibition - 0.9758 97.58%
CYP2C19 inhibition - 0.9602 96.02%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.9558 95.58%
CYP2C8 inhibition - 0.9419 94.19%
CYP inhibitory promiscuity - 0.9660 96.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6360 63.60%
Eye corrosion - 0.9731 97.31%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.7376 73.76%
Skin corrosion - 0.9507 95.07%
Ames mutagenesis + 0.5546 55.46%
Human Ether-a-go-go-Related Gene inhibition - 0.5238 52.38%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5209 52.09%
skin sensitisation - 0.9224 92.24%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6553 65.53%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.7170 71.70%
Androgen receptor binding - 0.4899 48.99%
Thyroid receptor binding - 0.5616 56.16%
Glucocorticoid receptor binding + 0.6160 61.60%
Aromatase binding + 0.5576 55.76%
PPAR gamma + 0.6377 63.77%
Honey bee toxicity - 0.7448 74.48%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity - 0.6862 68.62%

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 93.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.63% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.24% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.95% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.70% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.58% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 85.00% 91.49%
CHEMBL2581 P07339 Cathepsin D 83.76% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.44% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 80.58% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.12% 95.89%

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.
Periploca forrestii

Cross-Links

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PubChem 162882550
LOTUS LTS0140951
wikiData Q105360843