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(2R,3R,8R,9R,10R,13R,14S,17Z)-3-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3S,4R,5R,6S)-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 b344c285-eace-4b0d-9c7d-5c38987d97a0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,8R,9R,10R,13R,14S,17Z)-3-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3S,4R,5R,6S)-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) CC(CCC(=O)C(=C1C(=O)CC2C1(CCC3C2CC=C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)C)C)C)COC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) C[C@H](CCC(=O)/C(=C/1\C(=O)C[C@@H]2[C@]1(CC[C@@H]3[C@H]2CC=C4[C@@]3(C[C@H]([C@@H](C4)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O[C@@H]7[C@H]([C@@H]([C@H](CO7)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)CO)O)O)O)O)O)O)O)C)C)/C)CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O
InChI InChI=1S/C62H98O34/c1-21(19-85-55-47(81)43(77)39(73)32(14-63)88-55)5-8-27(68)22(2)37-28(69)12-26-24-7-6-23-11-31(29(70)13-62(23,4)25(24)9-10-61(26,37)3)87-57-49(83)45(79)51(36(18-67)92-57)93-60-54(53(42(76)35(17-66)91-60)95-56-46(80)38(72)30(71)20-86-56)96-59-50(84)52(41(75)34(16-65)90-59)94-58-48(82)44(78)40(74)33(15-64)89-58/h6,21,24-26,29-36,38-60,63-67,70-84H,5,7-20H2,1-4H3/b37-22+/t21-,24-,25-,26+,29-,30+,31-,32+,33+,34+,35+,36+,38-,39+,40+,41+,42+,43-,44-,45+,46+,47+,48+,49+,50+,51+,52-,53-,54+,55+,56-,57+,58-,59-,60-,61-,62+/m1/s1
InChI Key PIACQCAHKHMXIA-JUFOWFPSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H98O34
Molecular Weight 1387.40 g/mol
Exact Mass 1386.5939502 g/mol
Topological Polar Surface Area (TPSA) 550.00 Ų
XlogP -7.20
Atomic LogP (AlogP) -8.66
H-Bond Acceptor 34
H-Bond Donor 20
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,8R,9R,10R,13R,14S,17Z)-3-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3S,4R,5R,6S)-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 + 0.7521 75.21%
Caco-2 - 0.8636 86.36%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8395 83.95%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5798 57.98%
BSEP inhibitior + 0.9698 96.98%
P-glycoprotein inhibitior + 0.7433 74.33%
P-glycoprotein substrate + 0.7057 70.57%
CYP3A4 substrate + 0.7513 75.13%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition - 0.9245 92.45%
CYP2C19 inhibition - 0.9426 94.26%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9246 92.46%
CYP2C8 inhibition + 0.7077 70.77%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5863 58.63%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8982 89.82%
Skin irritation + 0.5512 55.12%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.7432 74.32%
Human Ether-a-go-go-Related Gene inhibition + 0.8099 80.99%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9342 93.42%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8219 82.19%
Acute Oral Toxicity (c) III 0.5383 53.83%
Estrogen receptor binding + 0.8001 80.01%
Androgen receptor binding + 0.7505 75.05%
Thyroid receptor binding + 0.5961 59.61%
Glucocorticoid receptor binding + 0.7427 74.27%
Aromatase binding + 0.6753 67.53%
PPAR gamma + 0.8115 81.15%
Honey bee toxicity - 0.5945 59.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9503 95.03%

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 99.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.84% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 96.03% 91.24%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.86% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.52% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 92.28% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.90% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.60% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.39% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.24% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.14% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.01% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.21% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.01% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.81% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.14% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.81% 93.04%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.44% 92.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.41% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.79% 96.61%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.69% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.11% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.49% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 81.55% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 81.54% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.70% 96.90%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.37% 92.88%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.33% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.19% 99.17%

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.
Cestrum nocturnum

Cross-Links

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PubChem 162851684
LOTUS LTS0188080
wikiData Q105209361