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(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-triacetyloxyoxan-2-yl]oxy-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 88914ff7-2266-4db2-a761-ab67fd869a5e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-triacetyloxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC(=O)OC1COC(C(C1OC(=O)C)OC(=O)C)OC2CCC3(C(C2(C)CO)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1CO[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3CC=C5[C@]4(CC[C@@]6([C@H]5CC(CC6)(C)C)C(=O)O)C)C)C
InChI InChI=1S/C41H62O11/c1-23(43)49-28-21-48-34(33(51-25(3)45)32(28)50-24(2)44)52-31-13-14-37(6)29(38(31,7)22-42)12-15-40(9)30(37)11-10-26-27-20-36(4,5)16-18-41(27,35(46)47)19-17-39(26,40)8/h10,27-34,42H,11-22H2,1-9H3,(H,46,47)/t27-,28-,29+,30+,31-,32-,33+,34-,37-,38-,39+,40+,41-/m0/s1
InChI Key ADJGVADBICKKNW-DSLSCRDMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H62O11
Molecular Weight 730.90 g/mol
Exact Mass 730.42921279 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.38
H-Bond Acceptor 10
H-Bond Donor 2
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)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-triacetyloxyoxan-2-yl]oxy-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 + 0.9239 92.39%
Caco-2 - 0.8491 84.91%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8883 88.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3216 32.16%
OATP1B3 inhibitior - 0.3405 34.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5724 57.24%
BSEP inhibitior + 0.9382 93.82%
P-glycoprotein inhibitior + 0.8050 80.50%
P-glycoprotein substrate - 0.6439 64.39%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition - 0.7865 78.65%
CYP2C9 inhibition - 0.8430 84.30%
CYP2C19 inhibition - 0.8814 88.14%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.7289 72.89%
CYP2C8 inhibition + 0.6703 67.03%
CYP inhibitory promiscuity - 0.9072 90.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6377 63.77%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.6089 60.89%
Skin corrosion - 0.9529 95.29%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4274 42.74%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.5446 54.46%
Acute Oral Toxicity (c) III 0.7149 71.49%
Estrogen receptor binding + 0.7336 73.36%
Androgen receptor binding + 0.7265 72.65%
Thyroid receptor binding - 0.5517 55.17%
Glucocorticoid receptor binding + 0.7512 75.12%
Aromatase binding + 0.6718 67.18%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.7678 76.78%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9785 97.85%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.57% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.13% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.22% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.13% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.20% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.77% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.78% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.18% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.29% 95.89%
CHEMBL5028 O14672 ADAM10 83.23% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.35% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.21% 91.19%
CHEMBL2581 P07339 Cathepsin D 81.72% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.50% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.31% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.89% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.07% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44559264
LOTUS LTS0108968
wikiData Q104909617