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(2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-7-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]oxane-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 0436fd3d-fa5c-4445-a105-b47a2ba571cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-7-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CCC4C3(CC(C5C4(CCC5C(C)(C)O)C)OC6C(C(C(CO6)O)O)O)C)C)OC7C(C(C(CO7)O)O)O)C)OC8C(C(C(CO8)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@H]1[C@H](C[C@@]3([C@@H]2CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C(C)(C)O
InChI InChI=1S/C45H76O16/c1-40(2)28(61-39-35(54)32(51)23(48)19-58-39)12-14-43(6)27-10-9-26-42(5)13-11-20(41(3,4)55)29(42)24(59-37-33(52)30(49)21(46)17-56-37)15-44(26,7)45(27,8)16-25(36(40)43)60-38-34(53)31(50)22(47)18-57-38/h20-39,46-55H,9-19H2,1-8H3/t20-,21+,22-,23+,24-,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,35+,36-,37-,38-,39-,42+,43+,44+,45+/m0/s1
InChI Key LULHEQKFIYRKMT-NBKAOYDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O16
Molecular Weight 873.10 g/mol
Exact Mass 872.51333633 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-7-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]oxane-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 - 0.8677 86.77%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6634 66.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9029 90.29%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.6569 65.69%
P-glycoprotein inhibitior + 0.7500 75.00%
P-glycoprotein substrate - 0.6691 66.91%
CYP3A4 substrate + 0.7036 70.36%
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 + 0.5604 56.04%
CYP inhibitory promiscuity - 0.9822 98.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6337 63.37%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.7062 70.62%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7304 73.04%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9138 91.38%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8972 89.72%
Acute Oral Toxicity (c) I 0.4989 49.89%
Estrogen receptor binding + 0.6462 64.62%
Androgen receptor binding + 0.7252 72.52%
Thyroid receptor binding - 0.5602 56.02%
Glucocorticoid receptor binding + 0.5607 56.07%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.7062 70.62%
Honey bee toxicity - 0.6718 67.18%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
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 96.92% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.75% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.85% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.05% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.46% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.01% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.29% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.26% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 88.26% 94.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.88% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.66% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.21% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.03% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.92% 85.31%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.51% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.08% 89.00%

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.
Polycarpon succulentum

Cross-Links

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PubChem 102065951
LOTUS LTS0079400
wikiData Q105157528