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(2R,3S,4S,5R,6S)-2-[(2S,3R,4S,6R)-6-[(2R,3S,4S,6S)-6-[(2R,3S,4R,6S)-6-[(2'S,3S,3'R,4'R,5aR,7S,9R,9aS)-7-[(1S)-1-[(3S,8S,9R,10S,13R,14S,17S)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',9-dimethylspiro[4,5a,6,7,9,9a-hexahydropyrano[3,4-c][1,2,5]trioxepine-3,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxane-3,5-diol

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 edb998c8-95ae-4b8e-9727-569cbfe34d32
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-[(2S,3R,4S,6R)-6-[(2R,3S,4S,6S)-6-[(2R,3S,4R,6S)-6-[(2'S,3S,3'R,4'R,5aR,7S,9R,9aS)-7-[(1S)-1-[(3S,8S,9R,10S,13R,14S,17S)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',9-dimethylspiro[4,5a,6,7,9,9a-hexahydropyrano[3,4-c][1,2,5]trioxepine-3,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxane-3,5-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C63H104O23/c1-30-51(65)58(72-14)52(66)59(78-30)83-55-33(4)76-49(26-44(55)70-12)81-53-31(2)74-48(24-42(53)68-10)80-54-32(3)75-50(25-43(54)69-11)82-56-35(6)84-62(28-46(56)71-13)29-73-45-27-47(77-34(5)57(45)85-86-62)79-36(7)63(67)22-19-41-39-16-15-37-23-38(64)17-20-60(37,8)40(39)18-21-61(41,63)9/h15,30-36,38-59,64-67H,16-29H2,1-14H3/t30-,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-,63+/m0/s1
InChI Key LLEJLRLCWJHVHW-WISYXRRKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C63H104O23
Molecular Weight 1229.50 g/mol
Exact Mass 1228.69683956 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.29
H-Bond Acceptor 23
H-Bond Donor 4
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-[(2S,3R,4S,6R)-6-[(2R,3S,4S,6S)-6-[(2R,3S,4R,6S)-6-[(2'S,3S,3'R,4'R,5aR,7S,9R,9aS)-7-[(1S)-1-[(3S,8S,9R,10S,13R,14S,17S)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',9-dimethylspiro[4,5a,6,7,9,9a-hexahydropyrano[3,4-c][1,2,5]trioxepine-3,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxane-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9210 92.10%
Caco-2 - 0.8647 86.47%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5938 59.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior + 0.9470 94.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.7474 74.74%
P-glycoprotein substrate + 0.8274 82.74%
CYP3A4 substrate + 0.7557 75.57%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.9379 93.79%
CYP2C9 inhibition - 0.8476 84.76%
CYP2C19 inhibition - 0.8618 86.18%
CYP2D6 inhibition - 0.9264 92.64%
CYP1A2 inhibition - 0.7971 79.71%
CYP2C8 inhibition + 0.7981 79.81%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5819 58.19%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.6011 60.11%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8185 81.85%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8771 87.71%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8570 85.70%
Acute Oral Toxicity (c) III 0.3332 33.32%
Estrogen receptor binding + 0.8243 82.43%
Androgen receptor binding + 0.7817 78.17%
Thyroid receptor binding + 0.6439 64.39%
Glucocorticoid receptor binding + 0.7869 78.69%
Aromatase binding + 0.6710 67.10%
PPAR gamma + 0.8289 82.89%
Honey bee toxicity - 0.5856 58.56%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9283 92.83%

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 99.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.68% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.06% 95.93%
CHEMBL1914 P06276 Butyrylcholinesterase 97.99% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.91% 94.45%
CHEMBL204 P00734 Thrombin 96.55% 96.01%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.94% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.02% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.75% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.14% 93.40%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.58% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.33% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.61% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.87% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.18% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.26% 97.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.65% 89.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.12% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.99% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.69% 95.71%
CHEMBL1871 P10275 Androgen Receptor 85.68% 96.43%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.51% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.03% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.92% 97.36%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.75% 91.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.44% 92.94%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.37% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.30% 95.56%
CHEMBL4072 P07858 Cathepsin B 83.73% 93.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.13% 85.14%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.39% 97.56%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.75% 92.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.49% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.56% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.08% 98.99%

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 154497186
LOTUS LTS0088144
wikiData Q105153442