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(3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-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 3c9cf0e3-2206-4263-a92d-c38677fac79f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CC(=O)C6=C(C)C(=O)CCC(C)COC7C(C(C(C(O7)CO)O)O)O)C)C)CO)OC8C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]\6([C@H]([C@@H]5CC=C4C3)CC(=O)/C6=C(/C)\C(=O)CC[C@@H](C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)CO)O[C@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O)O)O)O)O
InChI InChI=1S/C50H78O22/c1-20(19-65-45-40(62)38(60)35(57)30(16-51)68-45)6-9-28(54)21(2)33-29(55)15-27-25-8-7-23-14-24(10-12-49(23,4)26(25)11-13-50(27,33)5)67-48-44(72-46-41(63)37(59)34(56)22(3)66-46)42(64)43(32(18-53)70-48)71-47-39(61)36(58)31(17-52)69-47/h7,20,22,24-27,30-32,34-48,51-53,56-64H,6,8-19H2,1-5H3/b33-21+/t20-,22+,24+,25-,26+,27+,30-,31+,32-,34+,35-,36+,37-,38+,39-,40-,41-,42+,43-,44-,45-,46+,47+,48-,49+,50+/m1/s1
InChI Key FMZGBYYZRQKQTH-NADACXDJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H78O22
Molecular Weight 1031.10 g/mol
Exact Mass 1030.49847411 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.25
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7726 77.26%
Caco-2 - 0.8748 87.48%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8732 87.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8536 85.36%
OATP1B3 inhibitior + 0.8565 85.65%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5271 52.71%
BSEP inhibitior + 0.9102 91.02%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.6243 62.43%
CYP3A4 substrate + 0.7384 73.84%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.8990 89.90%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9279 92.79%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.8889 88.89%
CYP2C8 inhibition + 0.6449 64.49%
CYP inhibitory promiscuity - 0.9250 92.50%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4990 49.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9033 90.33%
Skin irritation + 0.5095 50.95%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.8854 88.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8026 80.26%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9315 93.15%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8130 81.30%
Acute Oral Toxicity (c) III 0.5696 56.96%
Estrogen receptor binding + 0.8303 83.03%
Androgen receptor binding + 0.7510 75.10%
Thyroid receptor binding + 0.5464 54.64%
Glucocorticoid receptor binding + 0.7299 72.99%
Aromatase binding + 0.6706 67.06%
PPAR gamma + 0.7924 79.24%
Honey bee toxicity - 0.6400 64.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9725 97.25%

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 99.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.89% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.23% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.20% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.26% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.78% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.43% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.47% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 89.07% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.94% 91.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.80% 93.04%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.65% 89.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.97% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.92% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.49% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.45% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 85.25% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.38% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.61% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.54% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.91% 90.71%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.68% 90.08%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.49% 92.78%
CHEMBL340 P08684 Cytochrome P450 3A4 80.54% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.36% 96.90%

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.
Paris polyphylla

Cross-Links

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PubChem 162935839
LOTUS LTS0179305
wikiData Q104998156