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(4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 3b7b3dc2-1b85-4a93-8114-359e255b01f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H76O18/c1-21-29(51)32(54)34(56)38(61-21)64-36-31(53)26(63-39-35(57)33(55)30(52)25(18-48)62-39)19-60-40(36)65-37-24(50)17-43(4)27(44(37,5)20-49)10-11-46(7)28(43)9-8-22-23-16-42(2,3)12-14-47(23,41(58)59)15-13-45(22,46)6/h8,21,23-40,48-57H,9-20H2,1-7H3,(H,58,59)/t21-,23-,24-,25+,26-,27+,28+,29-,30+,31-,32+,33-,34+,35+,36+,37-,38-,39-,40-,43-,44-,45+,46+,47-/m0/s1
InChI Key XJYVXYVCCLMPFI-HKOWJECQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O18
Molecular Weight 929.10 g/mol
Exact Mass 928.50316557 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.32
H-Bond Acceptor 17
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 (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 + 0.7891 78.91%
Caco-2 - 0.8895 88.95%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8281 82.81%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.7782 77.82%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate - 0.5293 52.93%
CYP3A4 substrate + 0.7227 72.27%
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 + 0.7067 70.67%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6748 67.48%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.5858 58.58%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7862 78.62%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding - 0.5880 58.80%
Glucocorticoid receptor binding + 0.6663 66.63%
Aromatase binding + 0.6695 66.95%
PPAR gamma + 0.7678 76.78%
Honey bee toxicity - 0.6969 69.69%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9411 94.11%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.70% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.66% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.61% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.82% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.46% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.95% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.17% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.66% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.87% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.64% 91.07%
CHEMBL2581 P07339 Cathepsin D 84.50% 98.95%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.11% 92.78%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.53% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.46% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.98% 96.77%
CHEMBL5028 O14672 ADAM10 81.87% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.60% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.47% 95.50%

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.
Anemone coronaria

Cross-Links

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PubChem 44179686
LOTUS LTS0022931
wikiData Q105329332