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(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-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 f2bf2560-4f31-4c0e-b901-b0eb1e8e5414
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H68O18/c1-20-8-13-45(40(56)57)15-14-43(4)21(22(45)16-20)6-7-26-41(2)11-10-27(42(3,19-46)25(41)9-12-44(26,43)5)60-39-35(63-37-31(52)28(49)23(47)17-58-37)33(24(48)18-59-39)61-38-32(53)29(50)30(51)34(62-38)36(54)55/h6,22-35,37-39,46-53H,1,7-19H2,2-5H3,(H,54,55)(H,56,57)/t22-,23-,24-,25+,26+,27-,28-,29-,30-,31+,32+,33-,34-,35+,37-,38+,39-,41-,42-,43+,44+,45-/m0/s1
InChI Key AMSOASZHRHWSIE-WAFWUILHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H68O18
Molecular Weight 897.00 g/mol
Exact Mass 896.44056532 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.58
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-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 + 0.6730 67.30%
Caco-2 - 0.8847 88.47%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8211 82.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8181 81.81%
OATP1B3 inhibitior - 0.2951 29.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5548 55.48%
BSEP inhibitior + 0.7393 73.93%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate - 0.5243 52.43%
CYP3A4 substrate + 0.7284 72.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7559 75.59%
CYP2C9 inhibition - 0.9057 90.57%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8940 89.40%
CYP2C8 inhibition + 0.7774 77.74%
CYP inhibitory promiscuity - 0.9776 97.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6285 62.85%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.5116 51.16%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6825 68.25%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8309 83.09%
skin sensitisation - 0.9119 91.19%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6229 62.29%
Acute Oral Toxicity (c) III 0.7306 73.06%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.7448 74.48%
Thyroid receptor binding - 0.6497 64.97%
Glucocorticoid receptor binding + 0.6412 64.12%
Aromatase binding + 0.6413 64.13%
PPAR gamma + 0.7434 74.34%
Honey bee toxicity - 0.7278 72.78%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9712 97.12%

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 95.00% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.97% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.87% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.71% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.11% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.19% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.03% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.91% 90.71%
CHEMBL5028 O14672 ADAM10 86.29% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.57% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.13% 89.00%
CHEMBL233 P35372 Mu opioid receptor 85.00% 97.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.84% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.12% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.27% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.89% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.64% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.38% 91.19%

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 101109455
LOTUS LTS0153922
wikiData Q104914913