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[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aR,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-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]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate

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 8496b29b-dfd0-4cf7-939b-2020d97c1ec7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aR,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-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]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C(C=C5C4(CC(C6(C5CC(CC6)(C)C)CO)O)C)OC)C)C)O)OC7C(C(C(C(O7)CO)O)OC(=O)C)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3[C@@H](C=C5[C@]4(C[C@H]([C@@]6([C@@H]5CC(CC6)(C)C)CO)O)C)OC)C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)OC(=O)C)O)O
InChI InChI=1S/C45H74O15/c1-22-31(51)35(60-39-34(54)36(57-23(2)49)32(52)27(19-46)58-39)33(53)38(56-22)59-30-11-12-41(5)28(42(30,6)20-47)10-13-43(7)37(41)26(55-9)16-24-25-17-40(3,4)14-15-45(25,21-48)29(50)18-44(24,43)8/h16,22,25-39,46-48,50-54H,10-15,17-21H2,1-9H3/t22-,25-,26-,27-,28-,29-,30+,31+,32-,33-,34-,35+,36+,37-,38+,39+,41+,42+,43-,44-,45-/m1/s1
InChI Key LRKUEOZEWAFWNQ-FVBJKRTJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C45H74O15
Molecular Weight 855.10 g/mol
Exact Mass 854.50277165 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aR,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-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]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8721 87.21%
Caco-2 - 0.8858 88.58%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8195 81.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7940 79.40%
OATP1B3 inhibitior - 0.3226 32.26%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4500 45.00%
P-glycoprotein inhibitior + 0.7615 76.15%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.9133 91.33%
CYP2C9 inhibition - 0.8745 87.45%
CYP2C19 inhibition - 0.8871 88.71%
CYP2D6 inhibition - 0.9406 94.06%
CYP1A2 inhibition - 0.8967 89.67%
CYP2C8 inhibition + 0.6482 64.82%
CYP inhibitory promiscuity - 0.9502 95.02%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6045 60.45%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.6390 63.90%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3700 37.00%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7247 72.47%
skin sensitisation - 0.8875 88.75%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.6387 63.87%
Acute Oral Toxicity (c) III 0.7451 74.51%
Estrogen receptor binding + 0.7919 79.19%
Androgen receptor binding + 0.7346 73.46%
Thyroid receptor binding - 0.5791 57.91%
Glucocorticoid receptor binding + 0.7170 71.70%
Aromatase binding + 0.6836 68.36%
PPAR gamma + 0.7826 78.26%
Honey bee toxicity - 0.6542 65.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8806 88.06%

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 98.00% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.65% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.24% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.42% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.82% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.61% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.00% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.78% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.74% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.50% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.80% 95.56%
CHEMBL5028 O14672 ADAM10 82.35% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.16% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.08% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.87% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.67% 92.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.85% 81.11%

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.
Bupleurum marginatum

Cross-Links

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PubChem 162927315
LOTUS LTS0141942
wikiData Q105156184