PlantaeDB Logo
Login Sign-up

(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-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 1650eb72-1477-4827-9467-e50636767ce6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C47H74O16/c1-21-29(50)31(52)34(55)39(59-21)62-36-30(51)24(48)20-58-40(36)63-37-33(54)32(53)35(38(56)57)61-41(37)60-28-13-14-45(7)25(43(28,4)5)12-15-47(9)26(45)11-10-22-23-18-42(2,3)19-27(49)44(23,6)16-17-46(22,47)8/h10,21,23-26,28-37,39-41,48,50-55H,11-20H2,1-9H3,(H,56,57)/t21-,23-,24+,25-,26+,28-,29-,30-,31+,32-,33-,34+,35-,36+,37+,39-,40-,41+,44+,45-,46+,47+/m0/s1
InChI Key IOBAFQVNCPVRJT-KIWMAVTBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C47H74O16
Molecular Weight 895.10 g/mol
Exact Mass 894.49768627 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-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 + 0.9211 92.11%
Caco-2 - 0.9002 90.02%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8722 87.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7760 77.60%
OATP1B3 inhibitior + 0.7979 79.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5526 55.26%
BSEP inhibitior + 0.8433 84.33%
P-glycoprotein inhibitior + 0.7590 75.90%
P-glycoprotein substrate - 0.6077 60.77%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.8510 85.10%
CYP2C19 inhibition - 0.9463 94.63%
CYP2D6 inhibition - 0.9472 94.72%
CYP1A2 inhibition - 0.8995 89.95%
CYP2C8 inhibition + 0.7390 73.90%
CYP inhibitory promiscuity - 0.9806 98.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6074 60.74%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.5765 57.65%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6856 68.56%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8517 85.17%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9227 92.27%
Acute Oral Toxicity (c) III 0.5472 54.72%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.7265 72.65%
Thyroid receptor binding - 0.6019 60.19%
Glucocorticoid receptor binding + 0.7121 71.21%
Aromatase binding + 0.6707 67.07%
PPAR gamma + 0.7945 79.45%
Honey bee toxicity - 0.7016 70.16%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9781 97.81%

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 97.85% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.77% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.10% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.45% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.87% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.41% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.69% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.08% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.22% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.68% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.57% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.01% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.09% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.07% 92.62%

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.
There are no matching plants.

Cross-Links

Top
PubChem 102500448
NPASS NPC298050