PlantaeDB Logo
Login Sign-up

(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aS,6aR,6bS,8S,8aR,9R,12aR,14aR,14bR)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-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 0ee81869-ad76-4d2e-a403-b767cd2edc64
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aS,6aR,6bS,8S,8aR,9R,12aR,14aR,14bR)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CC(C8(C7CC(CC8O)(C)C)C)O)C)C)C)C(=O)O)O)O)CO)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]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(C[C@@H]([C@@]8([C@@H]7CC(C[C@H]8O)(C)C)C)O)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
InChI InChI=1S/C48H78O19/c1-20-29(53)31(55)35(59)40(62-20)66-37-32(56)30(54)23(18-49)63-41(37)67-38-34(58)33(57)36(39(60)61)65-42(38)64-28-12-13-44(4)24(45(28,5)19-50)11-14-46(6)25(44)10-9-21-22-15-43(2,3)16-26(51)48(22,8)27(52)17-47(21,46)7/h9,20,22-38,40-42,49-59H,10-19H2,1-8H3,(H,60,61)/t20-,22+,23+,24-,25+,26+,27-,28-,29-,30+,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44-,45+,46+,47+,48+/m0/s1
InChI Key YKDQAKRKZPCHOM-CVBYKSNJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H78O19
Molecular Weight 959.10 g/mol
Exact Mass 958.51373025 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 1.20
Atomic LogP (AlogP) -0.32
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aS,6aR,6bS,8S,8aR,9R,12aR,14aR,14bR)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.9297 92.97%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8328 83.28%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.7834 78.34%
P-glycoprotein inhibitior + 0.7512 75.12%
P-glycoprotein substrate - 0.6709 67.09%
CYP3A4 substrate + 0.7172 71.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.7324 73.24%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8988 89.88%
Human Ether-a-go-go-Related Gene inhibition + 0.7709 77.09%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.7444 74.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8251 82.51%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.8016 80.16%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding - 0.5886 58.86%
Glucocorticoid receptor binding + 0.6983 69.83%
Aromatase binding + 0.6367 63.67%
PPAR gamma + 0.7933 79.33%
Honey bee toxicity - 0.7125 71.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9411 94.11%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.67% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.17% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.93% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.43% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.98% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.60% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.76% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.48% 100.00%
CHEMBL5028 O14672 ADAM10 83.82% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.70% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.40% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.80% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.57% 95.50%

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.
Spartium junceum

Cross-Links

Top
PubChem 163009782
LOTUS LTS0114366
wikiData Q105349622