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[(2R,3R,4R,5S,6R)-3-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,5R,6aS,6aS,6bS,8aS,10R,12aR,14bR)-5-hydroxy-10-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 3cee8980-2b68-4c17-a572-c7c29d05885f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4R,5S,6R)-3-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,5R,6aS,6aS,6bS,8aS,10R,12aR,14bR)-5-hydroxy-10-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)C)C)C)CO)OC1C(C(C(CO1)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3CC[C@]4([C@@H](C3(C)C)CC[C@]5([C@H]4CC=C6[C@]5(C[C@H]([C@]7([C@@H]6CC(CC7)(C)C)C(=O)O[C@@H]8[C@@H]([C@@H]([C@@H]([C@H](O8)CO)O)O)O[C@@H]9[C@@H]([C@@H]([C@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O)O)O)O)C)C)C)CO)O[C@H]1[C@@H]([C@@H]([C@@H](CO1)O)O)O)O)O)O)O
InChI InChI=1S/C65H106O31/c1-24-36(71)40(75)45(80)54(86-24)95-52-48(83)50(93-53-44(79)37(72)28(69)23-85-53)31(22-68)90-57(52)91-35-13-14-62(7)32(61(35,5)6)12-15-63(8)33(62)11-10-26-27-18-60(3,4)16-17-65(27,34(70)19-64(26,63)9)59(84)96-58-51(42(77)39(74)30(21-67)89-58)94-55-47(82)43(78)49(25(2)87-55)92-56-46(81)41(76)38(73)29(20-66)88-56/h10,24-25,27-58,66-83H,11-23H2,1-9H3/t24-,25+,27+,28+,29-,30+,31+,32+,33-,34+,35+,36-,37+,38-,39+,40-,41-,42+,43-,44+,45+,46+,47+,48-,49-,50+,51+,52+,53-,54+,55+,56-,57-,58+,62-,63-,64+,65-/m0/s1
InChI Key AYYLWNDUOGPVDY-AJIRDPDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C65H106O31
Molecular Weight 1383.50 g/mol
Exact Mass 1382.6718066 g/mol
Topological Polar Surface Area (TPSA) 492.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -4.72
H-Bond Acceptor 31
H-Bond Donor 18
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5S,6R)-3-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,5R,6aS,6aS,6bS,8aS,10R,12aR,14bR)-5-hydroxy-10-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.5682 56.82%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9409 94.09%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate - 0.5447 54.47%
CYP3A4 substrate + 0.7410 74.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7216 72.16%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8980 89.80%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7734 77.34%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.9642 96.42%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7572 75.72%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding + 0.6328 63.28%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.6814 68.14%
PPAR gamma + 0.8244 82.44%
Honey bee toxicity - 0.6429 64.29%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9411 94.11%

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 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.05% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.05% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.72% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.72% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.44% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.11% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.96% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.41% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.20% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.87% 86.92%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.53% 96.77%
CHEMBL5028 O14672 ADAM10 83.25% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 82.59% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.18% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 81.09% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.01% 95.50%

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.
Helianthus annuus

Cross-Links

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PubChem 162932764
LOTUS LTS0200372
wikiData Q104921519