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(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-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 33e0e9e8-4511-4d47-a113-6567e4598459
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-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/C41H66O13/c1-36(2)14-16-41(35(48)49)17-15-39(5)21(22(41)18-36)8-9-25-37(3)12-11-26(38(4,20-42)24(37)10-13-40(25,39)6)53-33-29(45)27(43)23(19-51-33)52-34-31(47)28(44)30(46)32(50-7)54-34/h8,22-34,42-47H,9-20H2,1-7H3,(H,48,49)/t22-,23-,24+,25+,26-,27-,28-,29+,30-,31+,32-,33-,34+,37-,38-,39+,40+,41-/m0/s1
InChI Key CVFNXWVSEJBHMJ-MZFCVWSRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H66O13
Molecular Weight 767.00 g/mol
Exact Mass 766.45034216 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 7

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,10S,12aR,14bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-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 + 0.7359 73.59%
Caco-2 - 0.8796 87.96%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8592 85.92%
OATP2B1 inhibitior - 0.8731 87.31%
OATP1B1 inhibitior + 0.8001 80.01%
OATP1B3 inhibitior - 0.4443 44.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8210 82.10%
P-glycoprotein inhibitior + 0.7490 74.90%
P-glycoprotein substrate - 0.6194 61.94%
CYP3A4 substrate + 0.7271 72.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9617 96.17%
CYP2C9 inhibition - 0.8779 87.79%
CYP2C19 inhibition - 0.8808 88.08%
CYP2D6 inhibition - 0.9414 94.14%
CYP1A2 inhibition - 0.8767 87.67%
CYP2C8 inhibition + 0.7129 71.29%
CYP inhibitory promiscuity - 0.9504 95.04%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9156 91.56%
Skin irritation - 0.6873 68.73%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7387 73.87%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8892 88.92%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.6546 65.46%
Acute Oral Toxicity (c) III 0.7345 73.45%
Estrogen receptor binding + 0.7405 74.05%
Androgen receptor binding + 0.7255 72.55%
Thyroid receptor binding - 0.6197 61.97%
Glucocorticoid receptor binding + 0.6457 64.57%
Aromatase binding + 0.6677 66.77%
PPAR gamma + 0.7270 72.70%
Honey bee toxicity - 0.7450 74.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9263 92.63%

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 96.54% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.32% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.94% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.56% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.05% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.19% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.59% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.76% 91.07%
CHEMBL5028 O14672 ADAM10 83.43% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.19% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.58% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.57% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.55% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.19% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.65% 100.00%

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.
Anemone coronaria

Cross-Links

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PubChem 162966613
LOTUS LTS0112303
wikiData Q104970717