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3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[5-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

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 624ec8a2-fee5-432a-92e1-d10f58c88ef2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[5-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C=O)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)C
InChI InChI=1S/C52H86O22/c1-23(2)8-7-9-27(69-46-42(65)39(62)37(60)30(72-46)21-68-45-41(64)34(57)26(56)20-67-45)24-12-15-50(5)25(24)10-11-32-51(50,6)16-13-31-49(3,4)33(14-17-52(31,32)22-55)73-48-44(40(63)36(59)29(19-54)71-48)74-47-43(66)38(61)35(58)28(18-53)70-47/h8,22,24-48,53-54,56-66H,7,9-21H2,1-6H3/t24?,25?,26-,27?,28-,29-,30-,31?,32?,33?,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44-,45+,46-,47+,48+,50?,51?,52?/m1/s1
InChI Key XZDNZWXPYVUYFI-KSWZMRMPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C52H86O22
Molecular Weight 1063.20 g/mol
Exact Mass 1062.56107437 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.75
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[5-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7719 77.19%
Caco-2 - 0.8993 89.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8134 81.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8267 82.67%
OATP1B3 inhibitior - 0.2428 24.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.8876 88.76%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate + 0.5387 53.87%
CYP3A4 substrate + 0.7422 74.22%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.9469 94.69%
CYP2C9 inhibition - 0.8637 86.37%
CYP2C19 inhibition - 0.9118 91.18%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.6960 69.60%
CYP inhibitory promiscuity - 0.9514 95.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6516 65.16%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9024 90.24%
Skin irritation - 0.5512 55.12%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8036 80.36%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6505 65.05%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.5423 54.23%
Acute Oral Toxicity (c) I 0.4409 44.09%
Estrogen receptor binding + 0.7933 79.33%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.5526 55.26%
Glucocorticoid receptor binding + 0.7451 74.51%
Aromatase binding + 0.6360 63.60%
PPAR gamma + 0.7754 77.54%
Honey bee toxicity - 0.5808 58.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9413 94.13%

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 97.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.50% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 92.01% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.68% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 90.19% 95.93%
CHEMBL233 P35372 Mu opioid receptor 89.75% 97.93%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.22% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.94% 91.24%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.77% 96.38%
CHEMBL325 Q13547 Histone deacetylase 1 88.69% 95.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.57% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.14% 95.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.77% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.31% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.39% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.18% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.02% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.36% 92.88%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.71% 94.33%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.35% 92.78%
CHEMBL2581 P07339 Cathepsin D 83.89% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.26% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.66% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.35% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.97% 96.90%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.65% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.31% 97.36%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.24% 89.34%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 80.16% 97.25%

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.
Gynostemma pentaphyllum

Cross-Links

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PubChem 11972363
NPASS NPC90609
LOTUS LTS0176334
wikiData Q105344854