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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bR,8aR,9S,12aS,14aR,14bR)-9-hydroxy-6b-(hydroxymethyl)-4,4,6a,8a,11,11,14b-heptamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-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

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Internal ID 373e77bf-22d2-464a-aff7-a24e125386e0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bR,8aR,9S,12aS,14aR,14bR)-9-hydroxy-6b-(hydroxymethyl)-4,4,6a,8a,11,11,14b-heptamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-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)
SMILES (Isomeric)
InChI InChI=1S/C48H76O19/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)64-28-12-13-45(6)24(44(28,4)5)11-14-46(7)25(45)10-9-21-22-15-43(2,3)16-26(51)47(22,8)27(52)17-48(21,46)19-50/h9,20,22-26,28-38,40-42,49-51,53-59H,10-19H2,1-8H3,(H,60,61)/t20-,22-,23+,24-,25+,26-,28-,29-,30+,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,45-,46+,47+,48-/m0/s1
InChI Key OOUBOZJGXYHGIF-GROMKLDASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O19
Molecular Weight 957.10 g/mol
Exact Mass 956.49808019 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.12
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bR,8aR,9S,12aS,14aR,14bR)-9-hydroxy-6b-(hydroxymethyl)-4,4,6a,8a,11,11,14b-heptamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.9073 90.73%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7700 77.00%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7443 74.43%
P-glycoprotein inhibitior + 0.7523 75.23%
P-glycoprotein substrate - 0.6325 63.25%
CYP3A4 substrate + 0.7257 72.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7215 72.15%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7358 73.58%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8255 82.55%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9389 93.89%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7974 79.74%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding - 0.5708 57.08%
Glucocorticoid receptor binding + 0.7135 71.35%
Aromatase binding + 0.6370 63.70%
PPAR gamma + 0.7932 79.32%
Honey bee toxicity - 0.7025 70.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9585 95.85%

Targets

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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 98.11% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.22% 97.36%
CHEMBL2581 P07339 Cathepsin D 93.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.68% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.04% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.93% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.34% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 87.70% 90.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.31% 97.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.11% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.32% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.07% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.04% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.02% 100.00%
CHEMBL5028 O14672 ADAM10 83.68% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.16% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.68% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.70% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.60% 99.23%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.55% 98.00%

Plants that contains it

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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.
Stylosanthes erecta

Cross-Links

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PubChem 16737977
LOTUS LTS0235345
wikiData Q105195594