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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-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 cdcc55fb-2096-4fed-b824-f307d54272ff
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-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(CCC=C(C)C)C3CCC4(C3CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C=O)C)C)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(CCC=C(C)C)C3CCC4(C3CCC5C4(CCC6C5(CCC(C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C=O)C)C)O)O)O)O)O)O
InChI InChI=1S/C53H88O22/c1-23(2)9-8-10-27(70-47-43(66)40(63)37(60)30(73-47)21-68-46-42(65)38(61)34(57)24(3)69-46)25-13-16-51(6)26(25)11-12-32-52(51,7)17-14-31-50(4,5)33(15-18-53(31,32)22-56)74-49-45(41(64)36(59)29(20-55)72-49)75-48-44(67)39(62)35(58)28(19-54)71-48/h9,22,24-49,54-55,57-67H,8,10-21H2,1-7H3/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-,49-,51?,52?,53?/m0/s1
InChI Key HBTODKWWQKMJQW-YBAKVSCASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H88O22
Molecular Weight 1077.30 g/mol
Exact Mass 1076.57672443 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.36
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-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 + 0.7262 72.62%
Caco-2 - 0.8994 89.94%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8444 84.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8329 83.29%
OATP1B3 inhibitior - 0.2896 28.96%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.8945 89.45%
P-glycoprotein inhibitior + 0.7486 74.86%
P-glycoprotein substrate + 0.5271 52.71%
CYP3A4 substrate + 0.7347 73.47%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.9669 96.69%
CYP2C9 inhibition - 0.8602 86.02%
CYP2C19 inhibition - 0.9019 90.19%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8843 88.43%
CYP2C8 inhibition + 0.6943 69.43%
CYP inhibitory promiscuity - 0.9159 91.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6585 65.85%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.6056 60.56%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7785 77.85%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6485 64.85%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.6143 61.43%
Acute Oral Toxicity (c) III 0.5537 55.37%
Estrogen receptor binding + 0.7963 79.63%
Androgen receptor binding + 0.7597 75.97%
Thyroid receptor binding + 0.5777 57.77%
Glucocorticoid receptor binding + 0.7592 75.92%
Aromatase binding + 0.6368 63.68%
PPAR gamma + 0.7879 78.79%
Honey bee toxicity - 0.5833 58.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9605 96.05%

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 94.60% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.92% 96.61%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.49% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 91.16% 94.75%
CHEMBL233 P35372 Mu opioid receptor 90.67% 97.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.66% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.43% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.10% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.74% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.27% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.15% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.00% 100.00%
CHEMBL325 Q13547 Histone deacetylase 1 85.78% 95.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.27% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 85.18% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.64% 96.38%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.44% 92.86%
CHEMBL4072 P07858 Cathepsin B 84.30% 93.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.22% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.19% 89.05%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.76% 95.71%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.53% 92.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.29% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.08% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.95% 94.45%
CHEMBL2581 P07339 Cathepsin D 82.79% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.44% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.05% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.94% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.20% 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 11968579
NPASS NPC147540
LOTUS LTS0171054
wikiData Q105108848