PlantaeDB Logo
Login Sign-up

(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxyoxane-3,4,5-triol

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 b79066ab-2547-494e-8c25-5d56c777a395
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)OC5C(C(C(C(O5)COC6C(C(C(O6)CO)O)O)O)O)O)C)O)C)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1[C@H](C[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)OO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H](O6)CO)O)O)O)O)O)C)O)C)O)(C)C)O
InChI InChI=1S/C41H70O15/c1-36(2,56-51)12-9-13-41(8,55-35-32(50)30(48)29(47)24(54-35)19-52-34-31(49)28(46)23(18-42)53-34)20-10-15-39(6)27(20)21(43)16-25-38(5)14-11-26(45)37(3,4)33(38)22(44)17-40(25,39)7/h9,12,20-35,42-51H,10-11,13-19H2,1-8H3/b12-9+/t20-,21+,22-,23-,24+,25+,26-,27-,28-,29+,30-,31+,32+,33-,34+,35-,38+,39+,40+,41-/m0/s1
InChI Key IGVQEXVUAXUZKS-BODXZRDZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H70O15
Molecular Weight 803.00 g/mol
Exact Mass 802.47147152 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxyoxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6238 62.38%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6639 66.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8244 82.44%
OATP1B3 inhibitior + 0.9168 91.68%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.6230 62.30%
P-glycoprotein inhibitior + 0.7647 76.47%
P-glycoprotein substrate - 0.5179 51.79%
CYP3A4 substrate + 0.7287 72.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8308 83.08%
CYP3A4 inhibition - 0.9275 92.75%
CYP2C9 inhibition - 0.8657 86.57%
CYP2C19 inhibition - 0.8475 84.75%
CYP2D6 inhibition - 0.9342 93.42%
CYP1A2 inhibition - 0.8788 87.88%
CYP2C8 inhibition + 0.6775 67.75%
CYP inhibitory promiscuity - 0.9338 93.38%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5821 58.21%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.6709 67.09%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7316 73.16%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5910 59.10%
skin sensitisation - 0.8881 88.81%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6722 67.22%
Acute Oral Toxicity (c) I 0.5748 57.48%
Estrogen receptor binding + 0.7041 70.41%
Androgen receptor binding + 0.7364 73.64%
Thyroid receptor binding - 0.5286 52.86%
Glucocorticoid receptor binding + 0.6520 65.20%
Aromatase binding + 0.6498 64.98%
PPAR gamma + 0.7421 74.21%
Honey bee toxicity - 0.6162 61.62%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9207 92.07%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.28% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.08% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.73% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 97.48% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.87% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.28% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.77% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.87% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.58% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.19% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.70% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.55% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.83% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 85.76% 95.38%
CHEMBL1871 P10275 Androgen Receptor 85.19% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.19% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 84.58% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.34% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.11% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.16% 89.00%

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.
Alstonia balansae
Panax ginseng

Cross-Links

Top
PubChem 16655211
LOTUS LTS0237596
wikiData Q105363749