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

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 0e396b27-375f-4dcd-8a0b-d7ff5c93c5ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (3S,3aS,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-13-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,3a,4,5,6,7,7a,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1=O)C)CC(C4C3(CC(C5C4(CCC5C(C)(C)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@@H]5C(C)(C)O)C)O[C@@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)O)C)(C)C
InChI InChI=1S/C35H58O8/c1-30(2)22-10-14-34(7)23(32(22,5)13-11-24(30)38)15-19(36)28-33(6)12-9-18(31(3,4)41)25(33)21(16-35(28,34)8)43-29-27(40)26(39)20(37)17-42-29/h18-23,25-29,36-37,39-41H,9-17H2,1-8H3/t18-,19?,20-,21-,22-,23+,25+,26-,27+,28+,29+,32-,33-,34+,35+/m0/s1
InChI Key IKXVSXCIKNXQNZ-LQTKIDNMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O8
Molecular Weight 606.80 g/mol
Exact Mass 606.41316880 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.83
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3aS,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-13-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,3a,4,5,6,7,7a,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[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 - 0.8329 83.29%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7897 78.97%
OATP2B1 inhibitior - 0.5729 57.29%
OATP1B1 inhibitior + 0.8643 86.43%
OATP1B3 inhibitior + 0.9184 91.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8292 82.92%
BSEP inhibitior - 0.5706 57.06%
P-glycoprotein inhibitior + 0.6460 64.60%
P-glycoprotein substrate - 0.6001 60.01%
CYP3A4 substrate + 0.7213 72.13%
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 + 0.5300 53.00%
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 - 0.9128 91.28%
Skin irritation - 0.6100 61.00%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4198 41.98%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6467 64.67%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7895 78.95%
Acute Oral Toxicity (c) III 0.4065 40.65%
Estrogen receptor binding + 0.5470 54.70%
Androgen receptor binding + 0.7287 72.87%
Thyroid receptor binding + 0.5137 51.37%
Glucocorticoid receptor binding + 0.6656 66.56%
Aromatase binding + 0.7412 74.12%
PPAR gamma + 0.6668 66.68%
Honey bee toxicity - 0.7082 70.82%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6100 61.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.23% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.07% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.20% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.22% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 92.26% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.62% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.02% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.01% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.95% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.63% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.15% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.72% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.72% 82.69%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.09% 90.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.80% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.50% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.03% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.92% 92.88%
CHEMBL204 P00734 Thrombin 83.64% 96.01%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.19% 97.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.52% 93.03%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.39% 83.00%

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.
Glinus oppositifolius

Cross-Links

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PubChem 101044416
LOTUS LTS0114023
wikiData Q105115008