PlantaeDB Logo
Login Sign-up

(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 7ce86184-bf64-4c3a-9037-e1896403507c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C(C4(CC3)CO)(CCC6C5(CC(C(C6(C)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)(C)C)OC8C(C(C(C(O8)C)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(C[C@@H]([C@@H]([C@@]6(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)[C@@H]2CC(CC3)(C)C)CO)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O)O)O)O)O
InChI InChI=1S/C58H92O28/c1-23-32(64)35(67)42(84-46-38(70)36(68)40(24(2)80-46)82-45-39(71)41(28(63)19-77-45)83-49-43(72)58(76,21-61)22-78-49)48(79-23)86-51(75)56-13-12-52(3,4)16-26(56)25-8-9-30-53(5)17-27(62)44(85-47-37(69)34(66)33(65)29(18-59)81-47)55(7,50(73)74)31(53)10-11-54(30,6)57(25,20-60)15-14-56/h8,23-24,26-49,59-72,76H,9-22H2,1-7H3,(H,73,74)/t23-,24+,26-,27-,28+,29+,30+,31+,32+,33+,34-,35+,36+,37+,38-,39+,40+,41-,42-,43-,44-,45-,46+,47-,48+,49-,53+,54+,55-,56-,57-,58+/m0/s1
InChI Key LSKZSQIEKMVBRN-LJWLBIPPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C58H92O28
Molecular Weight 1237.30 g/mol
Exact Mass 1236.57751227 g/mol
Topological Polar Surface Area (TPSA) 450.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -3.87
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8427 84.27%
Caco-2 - 0.8692 86.92%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7801 78.01%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9587 95.87%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.6727 67.27%
CYP3A4 substrate + 0.7373 73.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8811 88.11%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.7707 77.07%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8982 89.82%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7882 78.82%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7459 74.59%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7924 79.24%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7544 75.44%
Androgen receptor binding + 0.7601 76.01%
Thyroid receptor binding + 0.6664 66.64%
Glucocorticoid receptor binding + 0.7903 79.03%
Aromatase binding + 0.6415 64.15%
PPAR gamma + 0.8228 82.28%
Honey bee toxicity - 0.6625 66.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9692 96.92%

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 99.20% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.79% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.56% 95.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.96% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.98% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.93% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.48% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.56% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.59% 94.45%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 89.53% 83.57%
CHEMBL4302 P08183 P-glycoprotein 1 89.17% 92.98%
CHEMBL2581 P07339 Cathepsin D 87.79% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.36% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.78% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.16% 99.23%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.77% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.75% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.16% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.94% 94.33%
CHEMBL5028 O14672 ADAM10 83.83% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.04% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.45% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.29% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.62% 91.19%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.18% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.01% 97.25%

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.
Muraltia spinosa

Cross-Links

Top
PubChem 163077103
LOTUS LTS0236320
wikiData Q105156596