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(2R,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 c289486a-27b2-4583-91f0-2c3264caff7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)CC=C7C3(CC(C8(C7CC(CC8)(C)C(=O)O)CO)O)C)C)C
SMILES (Isomeric) C[C@]1(CC[C@]2([C@@H](C1)C3=CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(C[C@H]2O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)CO)C(=O)O
InChI InChI=1S/C47H76O19/c1-42(2)26-9-12-45(5)27(8-7-21-22-15-43(3,41(59)60)13-14-47(22,20-50)28(51)16-46(21,45)6)44(26,4)11-10-29(42)65-40-37(66-39-36(58)34(56)31(53)24(18-49)63-39)32(54)25(19-61-40)64-38-35(57)33(55)30(52)23(17-48)62-38/h7,22-40,48-58H,8-20H2,1-6H3,(H,59,60)/t22-,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 PFIRTNMXKHHFLM-BGTHVAQVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H76O19
Molecular Weight 945.10 g/mol
Exact Mass 944.49808019 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.71
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-10-[(2S,3R,4S,5S)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 + 0.7891 78.91%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7408 74.08%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.8533 85.33%
P-glycoprotein inhibitior + 0.7480 74.80%
P-glycoprotein substrate - 0.6431 64.31%
CYP3A4 substrate + 0.7346 73.46%
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 + 0.7079 70.79%
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 - 0.9062 90.62%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6265 62.65%
Human Ether-a-go-go-Related Gene inhibition + 0.7266 72.66%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.7186 71.86%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7776 77.76%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding - 0.5903 59.03%
Glucocorticoid receptor binding + 0.6752 67.52%
Aromatase binding + 0.6499 64.99%
PPAR gamma + 0.7645 76.45%
Honey bee toxicity - 0.6396 63.96%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5550 55.50%
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
CHEMBL221 P23219 Cyclooxygenase-1 96.41% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.64% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.59% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.33% 97.09%
CHEMBL5028 O14672 ADAM10 86.24% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.52% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.01% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.64% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.32% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 83.04% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.88% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.87% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.39% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.32% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.24% 93.00%

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.
Myrsine africana

Cross-Links

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PubChem 102027078
LOTUS LTS0170322
wikiData Q105207767