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

Details

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Internal ID 41a75e19-836c-4f24-afbe-ebabc9910d97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (3R,3aS,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3,13-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3a,4,5,6,7,7a,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysen-9-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1=O)C)CC(C4C3(CC(C5C4(CCC5(C(C)(C)O)O)C)OC6C(C(C(CO6)O)O)O)C)O)C)C
SMILES (Isomeric) C[C@]12CCC(=O)C([C@@H]1CC[C@@]3([C@@H]2CC([C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@]5(C(C)(C)O)O)C)O[C@@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)O)C)(C)C
InChI InChI=1S/C35H58O9/c1-29(2)21-9-12-33(7)22(31(21,5)11-10-23(29)38)15-18(36)26-32(6)13-14-35(42,30(3,4)41)27(32)20(16-34(26,33)8)44-28-25(40)24(39)19(37)17-43-28/h18-22,24-28,36-37,39-42H,9-17H2,1-8H3/t18?,19-,20-,21-,22+,24-,25+,26+,27+,28+,31-,32+,33+,34+,35+/m0/s1
InChI Key OVMLNCJTSINJFE-YQVZWIKKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O9
Molecular Weight 622.80 g/mol
Exact Mass 622.40808342 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8010 80.10%
Caco-2 - 0.8390 83.90%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7897 78.97%
OATP2B1 inhibitior - 0.5768 57.68%
OATP1B1 inhibitior + 0.8701 87.01%
OATP1B3 inhibitior + 0.9184 91.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8292 82.92%
BSEP inhibitior - 0.5267 52.67%
P-glycoprotein inhibitior + 0.6563 65.63%
P-glycoprotein substrate - 0.5862 58.62%
CYP3A4 substrate + 0.7180 71.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8615 86.15%
CYP3A4 inhibition - 0.8943 89.43%
CYP2C9 inhibition - 0.8541 85.41%
CYP2C19 inhibition - 0.8874 88.74%
CYP2D6 inhibition - 0.9570 95.70%
CYP1A2 inhibition - 0.7814 78.14%
CYP2C8 inhibition + 0.5089 50.89%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7022 70.22%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9104 91.04%
Skin irritation - 0.6100 61.00%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4159 41.59%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6835 68.35%
Acute Oral Toxicity (c) III 0.4065 40.65%
Estrogen receptor binding + 0.5534 55.34%
Androgen receptor binding + 0.7247 72.47%
Thyroid receptor binding - 0.4887 48.87%
Glucocorticoid receptor binding + 0.6575 65.75%
Aromatase binding + 0.7306 73.06%
PPAR gamma + 0.6763 67.63%
Honey bee toxicity - 0.7145 71.45%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9287 92.87%

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 98.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.52% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 93.05% 95.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.00% 96.09%
CHEMBL204 P00734 Thrombin 90.40% 96.01%
CHEMBL2581 P07339 Cathepsin D 89.00% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.71% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.82% 97.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.31% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.14% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.55% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 86.34% 95.93%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.80% 90.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.67% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 84.45% 95.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.24% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.97% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.88% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.00% 96.77%
CHEMBL4302 P08183 P-glycoprotein 1 82.44% 92.98%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.14% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.06% 96.38%
CHEMBL1902 P62942 FK506-binding protein 1A 81.90% 97.05%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.71% 92.86%
CHEMBL1937 Q92769 Histone deacetylase 2 81.66% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.54% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.53% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.97% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.78% 86.33%

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.
Glinus oppositifolius

Cross-Links

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PubChem 101044415
LOTUS LTS0154942
wikiData Q105200834