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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 04f120e2-3180-4afd-8e7c-389601d66a44
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CCC4C3(CC(C5C4(CCC5C(C)(C)O)C)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)O)C)C)O)C)OC8C(C(C(CO8)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@H]1[C@H](C[C@@]3([C@@H]2CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)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)O)C)O)C)C)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)C(C)(C)O
InChI InChI=1S/C56H94O25/c1-51(2)32(78-50-44(81-49-40(69)37(66)36(65)29(17-57)77-49)43(27(62)21-75-50)80-47-39(68)35(64)25(60)19-73-47)12-14-54(6)31-10-9-30-53(5)13-11-22(52(3,4)71)33(53)28(16-56(30,8)55(31,7)15-23(58)45(51)54)76-48-41(70)42(26(61)20-74-48)79-46-38(67)34(63)24(59)18-72-46/h22-50,57-71H,9-21H2,1-8H3/t22-,23-,24+,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-,50-,53+,54+,55+,56+/m0/s1
InChI Key KSKNLZFUHVVGGB-MEJVDXPJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H94O25
Molecular Weight 1167.30 g/mol
Exact Mass 1166.60841848 g/mol
Topological Polar Surface Area (TPSA) 396.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -3.16
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5073 50.73%
Caco-2 - 0.8847 88.47%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6483 64.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.8916 89.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.6992 69.92%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate - 0.5517 55.17%
CYP3A4 substrate + 0.7283 72.83%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.9558 95.58%
CYP2C9 inhibition - 0.8950 89.50%
CYP2C19 inhibition - 0.8957 89.57%
CYP2D6 inhibition - 0.9593 95.93%
CYP1A2 inhibition - 0.9207 92.07%
CYP2C8 inhibition + 0.6585 65.85%
CYP inhibitory promiscuity - 0.9729 97.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6776 67.76%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.7045 70.45%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7899 78.99%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6509 65.09%
skin sensitisation - 0.9339 93.39%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9375 93.75%
Acute Oral Toxicity (c) I 0.6587 65.87%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.7500 75.00%
Thyroid receptor binding + 0.5317 53.17%
Glucocorticoid receptor binding + 0.7051 70.51%
Aromatase binding + 0.6465 64.65%
PPAR gamma + 0.7795 77.95%
Honey bee toxicity - 0.6195 61.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.7773 77.73%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.48% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.80% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.69% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.59% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 94.27% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 93.32% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 93.01% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.13% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.59% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.00% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.48% 97.28%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.60% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.23% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.10% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.72% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.23% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.46% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.36% 91.24%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.33% 100.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.22% 85.49%
CHEMBL2996 Q05655 Protein kinase C delta 83.03% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.63% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.54% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.75% 89.00%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 81.39% 94.01%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.62% 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.
Polycarpon succulentum

Cross-Links

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PubChem 102438586
LOTUS LTS0224552
wikiData Q105145462