(1R,2S,3'S,4S,5'S,6S,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3'-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one

Details

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Internal ID 63870187-0088-4a4c-a5d3-e4e679526e4b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,3'S,4S,5'S,6S,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3'-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one
SMILES (Canonical) CC1C2C(CC3C2(C(=O)CC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)C)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)OC18C(CC(CO8)CO)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(C(=O)C[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)C)O[C@]18[C@H](C[C@H](CO8)CO)O
InChI InChI=1S/C39H60O15/c1-16-28-24(54-39(16)27(43)9-18(13-40)15-49-39)11-23-21-6-5-19-10-20(7-8-37(19,3)22(21)12-26(42)38(23,28)4)51-35-33(48)31(46)34(17(2)50-35)53-36-32(47)30(45)29(44)25(14-41)52-36/h5,16-18,20-25,27-36,40-41,43-48H,6-15H2,1-4H3/t16-,17+,18-,20-,21+,22-,23-,24-,25+,27-,28-,29+,30-,31+,32+,33+,34-,35-,36-,37-,38+,39-/m0/s1
InChI Key KMHFCAMFKGPAMV-MQSJDRGOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H60O15
Molecular Weight 768.90 g/mol
Exact Mass 768.39322120 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,3'S,4S,5'S,6S,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3'-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8294 82.94%
Caco-2 - 0.8903 89.03%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7466 74.66%
P-glycoprotein inhibitior + 0.7153 71.53%
P-glycoprotein substrate + 0.5962 59.62%
CYP3A4 substrate + 0.7366 73.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8526 85.26%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.7070 70.70%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9230 92.30%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.8270 82.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7585 75.85%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7851 78.51%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4757 47.57%
Acute Oral Toxicity (c) I 0.4770 47.70%
Estrogen receptor binding + 0.8325 83.25%
Androgen receptor binding + 0.7438 74.38%
Thyroid receptor binding - 0.6013 60.13%
Glucocorticoid receptor binding + 0.6360 63.60%
Aromatase binding + 0.6543 65.43%
PPAR gamma + 0.7234 72.34%
Honey bee toxicity - 0.5976 59.76%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9416 94.16%

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 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 96.67% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.14% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.56% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.55% 100.00%
CHEMBL2581 P07339 Cathepsin D 91.54% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.22% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.19% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.90% 97.25%
CHEMBL1914 P06276 Butyrylcholinesterase 88.54% 95.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.53% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.47% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.83% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.92% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.37% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.89% 92.94%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.18% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.02% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.77% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.20% 93.04%

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.
Polygonatum zanlanscianense

Cross-Links

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PubChem 11216481
NPASS NPC161738
LOTUS LTS0132516
wikiData Q105142972