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(2S,3R,4S,5R)-2-[(2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-7,9-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-4-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol

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 41032689-82e3-461a-813e-8fb47aa32047
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (2S,3R,4S,5R)-2-[(2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-7,9-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-4-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H68O12/c1-35(2)26(44)12-14-38(6)25-10-9-24-37(5)13-11-19(36(3,4)48)27(37)23(16-40(24,8)39(25,7)15-20(41)32(35)38)51-34-30(47)31(22(43)18-50-34)52-33-29(46)28(45)21(42)17-49-33/h19-34,41-48H,9-18H2,1-8H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,28-,29+,30+,31-,32-,33-,34-,37+,38+,39+,40+/m0/s1
InChI Key WRMPENMOQASSJE-PDQNTULXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H68O12
Molecular Weight 741.00 g/mol
Exact Mass 740.47107760 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-7,9-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-4-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5910 59.10%
Caco-2 - 0.8661 86.61%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6634 66.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9015 90.15%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.8048 80.48%
P-glycoprotein inhibitior + 0.7386 73.86%
P-glycoprotein substrate - 0.5580 55.80%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.9691 96.91%
CYP2C9 inhibition - 0.9021 90.21%
CYP2C19 inhibition - 0.8903 89.03%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.9021 90.21%
CYP2C8 inhibition + 0.5586 55.86%
CYP inhibitory promiscuity - 0.9822 98.22%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6337 63.37%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.7062 70.62%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7019 70.19%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9138 91.38%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9335 93.35%
Acute Oral Toxicity (c) I 0.4989 49.89%
Estrogen receptor binding + 0.5855 58.55%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding - 0.5792 57.92%
Glucocorticoid receptor binding + 0.5712 57.12%
Aromatase binding + 0.6687 66.87%
PPAR gamma + 0.6718 67.18%
Honey bee toxicity - 0.6478 64.78%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.8551 85.51%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.69% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.15% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.31% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.15% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.85% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.58% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.54% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.57% 92.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.51% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.19% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.84% 85.31%
CHEMBL2581 P07339 Cathepsin D 87.08% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.91% 97.28%
CHEMBL226 P30542 Adenosine A1 receptor 84.85% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.73% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.55% 97.14%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 84.23% 91.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.18% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.88% 96.61%
CHEMBL325 Q13547 Histone deacetylase 1 81.29% 95.92%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.28% 97.86%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 80.97% 87.16%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.70% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.61% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.59% 85.14%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.56% 85.49%

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.
Aloe africana
Cichorium endivia
Coffea arabica
Polycarpon succulentum

Cross-Links

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PubChem 163048498
LOTUS LTS0255176
wikiData Q26828654