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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-formyl-4,6a,6b,11,11,14b-hexamethyl-8-oxo-1,2,3,4a,5,6,7,8a,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-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 85f640c2-491d-414e-92d7-dd6b2926ffed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-formyl-4,6a,6b,11,11,14b-hexamethyl-8-oxo-1,2,3,4a,5,6,7,8a,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H70O18/c1-42(2)12-9-20-21(15-42)22-7-8-27-43(3)13-11-28(44(4,19-48)26(43)10-14-45(27,5)46(22,6)16-23(20)49)61-41-37(64-40-33(55)31(53)30(52)25(17-47)60-40)35(34(56)36(63-41)38(57)58)62-39-32(54)29(51)24(50)18-59-39/h7,19-21,24-37,39-41,47,50-56H,8-18H2,1-6H3,(H,57,58)/t20-,21+,24+,25+,26+,27+,28-,29-,30-,31-,32+,33+,34-,35-,36-,37+,39-,40-,41+,43-,44-,45+,46+/m0/s1
InChI Key MMDHCORUJWHVTJ-PZHAOSJFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H70O18
Molecular Weight 911.00 g/mol
Exact Mass 910.45621538 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.34
H-Bond Acceptor 17
H-Bond Donor 9
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,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-4-formyl-4,6a,6b,11,11,14b-hexamethyl-8-oxo-1,2,3,4a,5,6,7,8a,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-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 - 0.8836 88.36%
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 + 0.7565 75.65%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7682 76.82%
P-glycoprotein inhibitior + 0.7561 75.61%
P-glycoprotein substrate - 0.5219 52.19%
CYP3A4 substrate + 0.7342 73.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8803 88.03%
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 + 0.7339 73.39%
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 - 0.9067 90.67%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7328 73.28%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8311 83.11%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8205 82.05%
Androgen receptor binding + 0.7587 75.87%
Thyroid receptor binding - 0.5792 57.92%
Glucocorticoid receptor binding + 0.6981 69.81%
Aromatase binding + 0.6294 62.94%
PPAR gamma + 0.7678 76.78%
Honey bee toxicity - 0.6864 68.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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 98.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.44% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.20% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.89% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.29% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.04% 96.77%
CHEMBL2581 P07339 Cathepsin D 90.55% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.17% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 88.50% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.39% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.92% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.07% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.22% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.14% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 81.80% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.14% 97.25%

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.
Gypsophila oldhamiana

Cross-Links

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PubChem 102385029
LOTUS LTS0158243
wikiData Q105150229