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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-[6-methyl-2-[(2S,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]oxyhept-5-en-2-yl]-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 d101bff0-1e52-43d0-84c7-92749bfd5e0f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
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-[6-methyl-2-[(2S,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]oxyhept-5-en-2-yl]-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(C)(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(C)(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/C54H90O22/c1-24(2)10-9-16-53(8,76-48-44(68)40(64)37(61)30(73-48)22-69-46-42(66)38(62)34(58)25(3)70-46)27-13-17-51(6)26(27)11-12-32-52(51,7)18-14-31-50(4,5)33(15-19-54(31,32)23-57)74-49-45(41(65)36(60)29(21-56)72-49)75-47-43(67)39(63)35(59)28(20-55)71-47/h10,23,25-49,55-56,58-68H,9,11-22H2,1-8H3/t25-,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?,54?/m0/s1
InChI Key OIICKOUPTAFGTH-QVKNDMTOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H90O22
Molecular Weight 1091.30 g/mol
Exact Mass 1090.59237449 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.97
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-[6-methyl-2-[(2S,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]oxyhept-5-en-2-yl]-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 - 0.9025 90.25%
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 + 0.8231 82.31%
OATP1B3 inhibitior - 0.2896 28.96%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.8912 89.12%
P-glycoprotein inhibitior + 0.7495 74.95%
P-glycoprotein substrate - 0.5221 52.21%
CYP3A4 substrate + 0.7294 72.94%
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 + 0.7496 74.96%
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 - 0.9013 90.13%
Skin irritation - 0.6056 60.56%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7846 78.46%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5119 51.19%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5858 58.58%
Acute Oral Toxicity (c) III 0.5537 55.37%
Estrogen receptor binding + 0.7865 78.65%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding + 0.5893 58.93%
Glucocorticoid receptor binding + 0.7725 77.25%
Aromatase binding + 0.6386 63.86%
PPAR gamma + 0.7971 79.71%
Honey bee toxicity - 0.5575 55.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
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 97.89% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.26% 97.36%
CHEMBL1951 P21397 Monoamine oxidase A 95.23% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.73% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.81% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.16% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.85% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.52% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.00% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.81% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.62% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.19% 95.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.60% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.10% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.70% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.06% 93.04%
CHEMBL226 P30542 Adenosine A1 receptor 85.25% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.37% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.11% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.08% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.05% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.38% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 82.32% 95.38%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.15% 92.78%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.51% 97.53%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.08% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.98% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.47% 100.00%
CHEMBL2581 P07339 Cathepsin D 80.46% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 80.31% 94.75%
CHEMBL5028 O14672 ADAM10 80.27% 97.50%

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 5317944
NPASS NPC242673
LOTUS LTS0172371
wikiData Q105192522