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[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aS,6bR,10S,12aR,14bS)-10-[(2S,3S,5S)-3,5-dihydroxy-4-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-[(2R,3R,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)-2-[(2S,3S,5R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-3-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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 3fbc77dc-9423-4fc0-a17e-a9c43c9677a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aS,6bR,10S,12aR,14bS)-10-[(2S,3S,5S)-3,5-dihydroxy-4-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-[(2R,3R,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)-2-[(2S,3S,5R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-3-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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(OC(C(C2O)O)(O)OCC3C(C(C(C(O3)(O)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5O)C)C)(C)C)OC9C(C(C(CO9)O)OC1(C(C(C(C(O1)CO)O)O)O)OC1(C(C(C(OC1(O)OC1C(C(OC(C1O)O)CO)O)CO)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O[C@@H]2C(O[C@@]([C@H](C2O)O)(O)OCC3[C@H](C([C@@H]([C@](O3)(O)OC(=O)[C@]45CCC(C[C@H]4C6=CCC7[C@]8(CC[C@@H](C(C8CC[C@]7([C@@]6(C[C@H]5O)C)C)(C)C)O[C@H]9[C@H](C([C@H](CO9)O)O[C@@]1([C@H](C([C@@H](C(O1)CO)O)O)O)O[C@@]1(C([C@@H](C(O[C@@]1(O)OC1[C@@H]([C@H](OC([C@H]1O)CO)O)O)CO)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C71H116O42/c1-25-38(78)43(83)46(86)59(102-25)105-51-32(22-75)106-68(97,55(92)47(51)87)101-24-33-40(80)44(84)54(91)69(98,107-33)112-60(95)66-16-15-61(2,3)17-27(66)26-9-10-35-63(6)13-12-37(62(4,5)34(63)11-14-64(35,7)65(26,8)18-36(66)77)104-58-49(89)50(28(76)23-100-58)110-70(56(93)45(85)39(79)30(20-73)108-70)113-67(96)53(90)42(82)31(21-74)109-71(67,99)111-52-41(81)29(19-72)103-57(94)48(52)88/h9,25,27-59,72-94,96-99H,10-24H2,1-8H3/t25-,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+,59?,63+,64-,65-,66-,67-,68+,69-,70+,71-/m1/s1
InChI Key UJNVAZZJPGEGAE-XYRWPILJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C71H116O42
Molecular Weight 1641.70 g/mol
Exact Mass 1640.6941177 g/mol
Topological Polar Surface Area (TPSA) 693.00 Ų
XlogP -8.90
Atomic LogP (AlogP) -11.33
H-Bond Acceptor 42
H-Bond Donor 27
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aS,6bR,10S,12aR,14bS)-10-[(2S,3S,5S)-3,5-dihydroxy-4-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-[(2R,3R,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)-2-[(2S,3S,5R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-3-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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 + 0.8467 84.67%
Caco-2 - 0.8609 86.09%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8556 85.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7219 72.19%
OATP1B3 inhibitior - 0.4171 41.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.9364 93.64%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.7575 75.75%
CYP3A4 substrate + 0.7576 75.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.8829 88.29%
CYP2C9 inhibition - 0.8581 85.81%
CYP2C19 inhibition - 0.8759 87.59%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8595 85.95%
CYP2C8 inhibition + 0.8459 84.59%
CYP inhibitory promiscuity - 0.9495 94.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6113 61.13%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.6571 65.71%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7525 75.25%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8770 87.70%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity - 0.9272 92.72%
Acute Oral Toxicity (c) III 0.7443 74.43%
Estrogen receptor binding + 0.6505 65.05%
Androgen receptor binding + 0.7729 77.29%
Thyroid receptor binding + 0.7267 72.67%
Glucocorticoid receptor binding + 0.7957 79.57%
Aromatase binding + 0.7072 70.72%
PPAR gamma + 0.7951 79.51%
Honey bee toxicity - 0.6210 62.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5949 59.49%
Fish aquatic toxicity + 0.9552 95.52%

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 98.53% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.35% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.13% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.06% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.72% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.00% 94.00%
CHEMBL5028 O14672 ADAM10 88.81% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.80% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.58% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.52% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.02% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 85.04% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.00% 97.25%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.88% 89.67%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.25% 95.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.41% 89.44%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.68% 97.53%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.29% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.11% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.01% 97.36%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.81% 93.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.73% 90.24%

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.
Meryta lanceolata

Cross-Links

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PubChem 162969827
LOTUS LTS0087999
wikiData Q105274055