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(2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,9,12a-pentamethyl-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 c77cf555-1815-43a9-96d0-ef4bf52d4f80
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C2C1)C)C(=O)O)C(=O)OC
SMILES (Isomeric) C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O)C(=O)OC
InChI InChI=1S/C42H66O15/c1-37(36(52)53-6)13-15-42(35(50)51)16-14-40(4)21(22(42)17-37)7-8-26-38(2)11-10-27(39(3,20-44)25(38)9-12-41(26,40)5)56-33-31(49)32(23(45)19-54-33)57-34-30(48)29(47)28(46)24(18-43)55-34/h7,22-34,43-49H,8-20H2,1-6H3,(H,50,51)/t22-,23-,24+,25+,26+,27-,28+,29-,30+,31+,32-,33-,34-,37+,38-,39-,40+,41+,42-/m0/s1
InChI Key DTRFGDGEFFVLDB-CUADSEPBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.65
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,9,12a-pentamethyl-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 + 0.6877 68.77%
Caco-2 - 0.8810 88.10%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8112 81.12%
OATP2B1 inhibitior - 0.8769 87.69%
OATP1B1 inhibitior + 0.7582 75.82%
OATP1B3 inhibitior - 0.2293 22.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.6758 67.58%
P-glycoprotein inhibitior + 0.7573 75.73%
P-glycoprotein substrate - 0.5691 56.91%
CYP3A4 substrate + 0.7316 73.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition - 0.8833 88.33%
CYP2C9 inhibition - 0.9285 92.85%
CYP2C19 inhibition - 0.9205 92.05%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9078 90.78%
CYP2C8 inhibition + 0.7242 72.42%
CYP inhibitory promiscuity - 0.9806 98.06%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5987 59.87%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9117 91.17%
Skin irritation - 0.5824 58.24%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7022 70.22%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8059 80.59%
skin sensitisation - 0.9182 91.82%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5260 52.60%
Acute Oral Toxicity (c) III 0.6557 65.57%
Estrogen receptor binding + 0.7439 74.39%
Androgen receptor binding + 0.7341 73.41%
Thyroid receptor binding - 0.6232 62.32%
Glucocorticoid receptor binding + 0.6717 67.17%
Aromatase binding + 0.6386 63.86%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.7129 71.29%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8974 89.74%

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 98.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.72% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.61% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.27% 97.36%
CHEMBL4040 P28482 MAP kinase ERK2 91.27% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.20% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.24% 95.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.33% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.26% 95.56%
CHEMBL5028 O14672 ADAM10 84.96% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.16% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.09% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.02% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.83% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.71% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.70% 99.23%

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.
Chenopodium quinoa

Cross-Links

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PubChem 163077404
LOTUS LTS0062556
wikiData Q104988981