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2-[[7-[3,5-Dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-(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 f8e0e2b8-1020-4985-9d07-19bbc5b430ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name 2-[[7-[3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-(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)OC8C(C(C(CO8)O)O)O)O)C)OC9C(C(C(CO9)O)O)O)C
SMILES (Isomeric) 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)OC8C(C(C(CO8)O)O)O)O)C)OC9C(C(C(CO9)O)O)O)C
InChI InChI=1S/C50H84O20/c1-45(2)30(69-42-36(59)33(56)23(52)18-64-42)12-14-48(6)29-10-9-28-47(5)13-11-21(46(3,4)62)31(47)26(67-41-35(58)32(55)22(51)17-63-41)15-49(28,7)50(29,8)16-27(40(45)48)68-44-38(61)39(25(54)20-66-44)70-43-37(60)34(57)24(53)19-65-43/h21-44,51-62H,9-20H2,1-8H3
InChI Key LRYNBNQDQFLUMM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H84O20
Molecular Weight 1005.20 g/mol
Exact Mass 1004.55559506 g/mol
Topological Polar Surface Area (TPSA) 317.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.99
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[7-[3,5-Dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-4-(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 - 0.8747 87.47%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6634 66.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8868 88.68%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.6859 68.59%
P-glycoprotein inhibitior + 0.7563 75.63%
P-glycoprotein substrate - 0.6061 60.61%
CYP3A4 substrate + 0.7113 71.13%
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 + 0.5809 58.09%
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 - 0.9024 90.24%
Skin irritation - 0.7062 70.62%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7375 73.75%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6875 68.75%
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 - 0.9205 92.05%
Acute Oral Toxicity (c) I 0.4989 49.89%
Estrogen receptor binding + 0.6885 68.85%
Androgen receptor binding + 0.7384 73.84%
Thyroid receptor binding - 0.5382 53.82%
Glucocorticoid receptor binding + 0.6132 61.32%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.7342 73.42%
Honey bee toxicity - 0.6309 63.09%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
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 97.16% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.50% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.28% 92.88%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.48% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.21% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.88% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.71% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.28% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.66% 96.77%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.11% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.25% 97.14%
CHEMBL2581 P07339 Cathepsin D 85.33% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.31% 94.00%
CHEMBL325 Q13547 Histone deacetylase 1 84.15% 95.92%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.99% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.58% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.39% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.30% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.15% 100.00%

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 162843101
LOTUS LTS0276139
wikiData Q105156403