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(4S,5R,7R,8R,13R,16S,19R,22R)-8-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-7-hydroxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-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 94e127ad-93f1-4e58-8e3a-28fab8505080
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (4S,5R,7R,8R,13R,16S,19R,22R)-8-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-7-hydroxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CC3=CCC4C(C3(CC2O)C)CCC5=COC6(C5C(CO6)OC4=O)C)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2CC3=CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)CCC5=CO[C@@]6([C@H]5[C@@H](CO6)OC4=O)C)O)O
InChI InChI=1S/C27H38O9/c1-13-24(30)18(28)9-22(34-13)35-20-8-15-5-6-16-17(26(15,2)10-19(20)29)7-4-14-11-32-27(3)23(14)21(12-33-27)36-25(16)31/h5,11,13,16-24,28-30H,4,6-10,12H2,1-3H3/t13-,16-,17+,18+,19-,20-,21-,22+,23-,24-,26+,27+/m1/s1
InChI Key NBSLMGGFDFYBBH-LGEHQYLQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O9
Molecular Weight 506.60 g/mol
Exact Mass 506.25158279 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S,5R,7R,8R,13R,16S,19R,22R)-8-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-7-hydroxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9768 97.68%
Caco-2 - 0.7961 79.61%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8592 85.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8579 85.79%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6658 66.58%
P-glycoprotein inhibitior - 0.4322 43.22%
P-glycoprotein substrate + 0.6964 69.64%
CYP3A4 substrate + 0.7248 72.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8851 88.51%
CYP3A4 inhibition - 0.8638 86.38%
CYP2C9 inhibition - 0.8991 89.91%
CYP2C19 inhibition - 0.9543 95.43%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.8619 86.19%
CYP2C8 inhibition + 0.5611 56.11%
CYP inhibitory promiscuity - 0.9645 96.45%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4886 48.86%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9526 95.26%
Skin irritation + 0.5780 57.80%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5198 51.98%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5287 52.87%
Acute Oral Toxicity (c) I 0.4584 45.84%
Estrogen receptor binding + 0.8095 80.95%
Androgen receptor binding + 0.6779 67.79%
Thyroid receptor binding - 0.5660 56.60%
Glucocorticoid receptor binding + 0.7345 73.45%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.6042 60.42%
Honey bee toxicity - 0.6525 65.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9746 97.46%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.12% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.59% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.96% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.98% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.09% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.78% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.60% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.58% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.95% 97.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.24% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.93% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.78% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.12% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 82.79% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.66% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.64% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.74% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.51% 86.33%

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.
Vincetoxicum sublanceolatum

Cross-Links

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PubChem 16093697
LOTUS LTS0262201
wikiData Q105176970