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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] (4aS,6aS,6bR,10S,12aR,14bS)-10-[(2S,3S,5S)-5-hydroxy-3-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-[(2S,3R,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-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 59b9e850-2c52-4a0f-9875-efc65b3f4765
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] (4aS,6aS,6bR,10S,12aR,14bS)-10-[(2S,3S,5S)-5-hydroxy-3-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-[(2S,3R,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-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(OC(C(C2O)O)(O)OCC3C(C(C(C(O3)(O)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)OC1(C(C(C(C(O1)CO)O)O)O)OC1(C(C(OC(C1O)O)CO)O)O)OC1(C(C(C(C(O1)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@@]45CC[C@@]6(C(=CCC7[C@]6(CCC8[C@@]7(CC[C@@H](C8(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)OC1([C@@H]([C@H](OC([C@H]1O)CO)O)O)O)O[C@]1([C@H](C([C@@H](C(O1)CO)O)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C71H116O41/c1-26-38(77)42(81)46(85)58(101-26)104-49-32(22-74)106-68(96,54(90)47(49)86)100-25-34-41(80)44(83)53(89)70(98,107-34)111-60(94)66-17-15-61(2,3)19-28(66)27-9-10-36-63(6)13-12-37(62(4,5)35(63)11-14-65(36,8)64(27,7)16-18-66)103-59-50(109-69(97)52(88)43(82)39(78)30(20-72)105-69)48(29(76)24-99-59)110-71(55(91)45(84)40(79)31(21-73)108-71)112-67(95)51(87)33(23-75)102-57(93)56(67)92/h9,26,28-59,72-93,95-98H,10-25H2,1-8H3/t26-,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 XXJYZNDOPQCMFB-RHUQBPFKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C71H116O41
Molecular Weight 1625.70 g/mol
Exact Mass 1624.6992031 g/mol
Topological Polar Surface Area (TPSA) 672.00 Ų
XlogP -7.70
Atomic LogP (AlogP) -10.30
H-Bond Acceptor 41
H-Bond Donor 26
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] (4aS,6aS,6bR,10S,12aR,14bS)-10-[(2S,3S,5S)-5-hydroxy-3-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-[(2S,3R,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxan-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 + 0.8467 84.67%
Caco-2 - 0.8617 86.17%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8556 85.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7837 78.37%
OATP1B3 inhibitior - 0.4171 41.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.9350 93.50%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.7001 70.01%
CYP3A4 substrate + 0.7540 75.40%
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 + 0.8342 83.42%
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 - 0.8965 89.65%
Skin irritation - 0.6571 65.71%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7493 74.93%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8770 87.70%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity - 0.8942 89.42%
Acute Oral Toxicity (c) III 0.7443 74.43%
Estrogen receptor binding + 0.6457 64.57%
Androgen receptor binding + 0.7728 77.28%
Thyroid receptor binding + 0.7180 71.80%
Glucocorticoid receptor binding + 0.7861 78.61%
Aromatase binding + 0.6999 69.99%
PPAR gamma + 0.7977 79.77%
Honey bee toxicity - 0.6187 61.87%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5845 58.45%
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 98.22% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.18% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.07% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.92% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.55% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.27% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.21% 95.93%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.95% 83.57%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.52% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.41% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.39% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.37% 94.45%
CHEMBL5028 O14672 ADAM10 85.02% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.01% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.74% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.34% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.74% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.14% 96.61%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.14% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.65% 95.89%

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 162817457
LOTUS LTS0258333
wikiData Q105344046