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(2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6S)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 973b8a3f-8f84-4f2f-9002-67d9d07e4f9c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6S)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)CO)O)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C47H78O18/c1-42(2)13-14-47(21-51)23(15-42)22-7-8-28-43(3)11-10-30(44(4,20-50)27(43)9-12-45(28,5)46(22,6)16-29(47)52)64-41-38(65-40-37(59)35(57)32(54)25(18-49)62-40)33(55)26(19-60-41)63-39-36(58)34(56)31(53)24(17-48)61-39/h7,23-41,48-59H,8-21H2,1-6H3/t23-,24+,25+,26-,27+,28+,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,43-,44-,45+,46+,47+/m0/s1
InChI Key UILDYBOCDHOXTJ-NRLASKGDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H78O18
Molecular Weight 931.10 g/mol
Exact Mass 930.51881563 g/mol
Topological Polar Surface Area (TPSA) 298.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.80
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 10

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-[(3S,4S,5R,6S)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 + 0.7084 70.84%
Caco-2 - 0.8913 89.13%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8391 83.91%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6099 60.99%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate - 0.6534 65.34%
CYP3A4 substrate + 0.7333 73.33%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6871 68.71%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6524 65.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7642 76.42%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7427 74.27%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.7233 72.33%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7854 78.54%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding - 0.5842 58.42%
Glucocorticoid receptor binding + 0.6174 61.74%
Aromatase binding + 0.6534 65.34%
PPAR gamma + 0.7499 74.99%
Honey bee toxicity - 0.6707 67.07%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9174 91.74%

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 95.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.11% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.55% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.95% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.82% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.35% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.52% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.23% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 86.07% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.27% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.98% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.58% 95.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.54% 96.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.78% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.16% 92.62%
CHEMBL5028 O14672 ADAM10 81.12% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.51% 89.00%

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.
Lysimachia heterogenea

Cross-Links

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PubChem 163044071
LOTUS LTS0037964
wikiData Q105273456