PlantaeDB Logo
Login Sign-up

[(2R,3S,5S)-6-[[(2S,3S,5S)-2-acetyloxy-3,4-dihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,3,4,5-tetrahydroxyoxan-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

Top
Internal ID 46503856-86ec-48f3-825f-75d5a6f6478c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,5S)-6-[[(2S,3S,5S)-2-acetyloxy-3,4-dihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,3,4,5-tetrahydroxyoxan-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)(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)OC(=O)C)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)(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)OC(=O)C)CO)O)O)O
InChI InChI=1S/C73H118O42/c1-27-40(80)44(84)48(88)60(103-27)106-51-34(23-76)111-72(107-28(2)78,57(94)49(51)89)102-26-36-43(83)46(86)55(92)71(100,109-36)114-62(97)68-18-16-63(3,4)20-30(68)29-10-11-38-65(7)14-13-39(64(5,6)37(65)12-15-67(38,9)66(29,8)17-19-68)105-61-52(112-70(99)54(91)45(85)41(81)32(21-74)108-70)50(31(79)25-101-61)113-73(56(93)47(87)42(82)33(22-75)110-73)115-69(98)53(90)35(24-77)104-59(96)58(69)95/h10,27,30-61,74-77,79-96,98-100H,11-26H2,1-9H3/t27-,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+,60?,61+,65+,66-,67-,68+,69?,70-,71-,72-,73+/m1/s1
InChI Key ROUPJZVAEFNKEW-DEKRBMEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C73H118O42
Molecular Weight 1667.70 g/mol
Exact Mass 1666.7097678 g/mol
Topological Polar Surface Area (TPSA) 678.00 Ų
XlogP -7.10
Atomic LogP (AlogP) -9.73
H-Bond Acceptor 42
H-Bond Donor 25
Rotatable Bonds 20

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,5S)-6-[[(2S,3S,5S)-2-acetyloxy-3,4-dihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,3,4,5-tetrahydroxyoxan-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8254 82.54%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8725 87.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7748 77.48%
OATP1B3 inhibitior - 0.3389 33.89%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.9470 94.70%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.7308 73.08%
CYP3A4 substrate + 0.7551 75.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition - 0.7481 74.81%
CYP2C9 inhibition - 0.8462 84.62%
CYP2C19 inhibition - 0.8890 88.90%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.8663 86.63%
CYP2C8 inhibition + 0.8367 83.67%
CYP inhibitory promiscuity - 0.9586 95.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5914 59.14%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8960 89.60%
Skin irritation - 0.6387 63.87%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5570 55.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7265 72.65%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8852 88.52%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8270 82.70%
Acute Oral Toxicity (c) III 0.7582 75.82%
Estrogen receptor binding + 0.5854 58.54%
Androgen receptor binding + 0.7736 77.36%
Thyroid receptor binding + 0.7498 74.98%
Glucocorticoid receptor binding + 0.8052 80.52%
Aromatase binding + 0.7351 73.51%
PPAR gamma + 0.7991 79.91%
Honey bee toxicity - 0.6140 61.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5845 58.45%
Fish aquatic toxicity + 0.9684 96.84%

Targets

Top

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 98.69% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.41% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.84% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.53% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.76% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.27% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.09% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.84% 86.33%
CHEMBL5028 O14672 ADAM10 87.84% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 86.32% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.80% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.66% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.62% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.72% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.27% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.49% 93.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.84% 96.90%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.82% 96.61%

Plants that contains it

Top
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

Top
PubChem 162817455
LOTUS LTS0250294
wikiData Q105242472