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9-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2,4-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-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 6b387c16-a6d3-40f5-98fa-c9d51a5c114e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name 9-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2,4-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7(CC(C(C7C(CC6(C5(CC(=O)C4C3(C)C)C)C)O)C(C)(C)O)O)C)C)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7(CC(C(C7C(CC6(C5(CC(=O)C4C3(C)C)C)C)O)C(C)(C)O)O)C)C)O)O)O)O)O
InChI InChI=1S/C41H68O13/c1-18-28(46)30(48)31(49)34(52-18)54-32-29(47)22(45)17-51-35(32)53-25-12-13-38(6)23-10-11-24-39(7)14-19(42)26(37(4,5)50)27(39)20(43)15-40(24,8)41(23,9)16-21(44)33(38)36(25,2)3/h18-20,22-35,42-43,45-50H,10-17H2,1-9H3
InChI Key PMIQHWRFLIHWFG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H68O13
Molecular Weight 769.00 g/mol
Exact Mass 768.46599222 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 13
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 9-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2,4-dihydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7539 75.39%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7894 78.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8544 85.44%
OATP1B3 inhibitior + 0.8926 89.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5214 52.14%
P-glycoprotein inhibitior + 0.7607 76.07%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7344 73.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8615 86.15%
CYP3A4 inhibition - 0.9270 92.70%
CYP2C9 inhibition - 0.8970 89.70%
CYP2C19 inhibition - 0.9245 92.45%
CYP2D6 inhibition - 0.9578 95.78%
CYP1A2 inhibition - 0.8743 87.43%
CYP2C8 inhibition + 0.5991 59.91%
CYP inhibitory promiscuity - 0.9815 98.15%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6710 67.10%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.6175 61.75%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6539 65.39%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6872 68.72%
skin sensitisation - 0.9122 91.22%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8573 85.73%
Acute Oral Toxicity (c) III 0.3717 37.17%
Estrogen receptor binding + 0.7078 70.78%
Androgen receptor binding + 0.7411 74.11%
Thyroid receptor binding - 0.5894 58.94%
Glucocorticoid receptor binding + 0.6281 62.81%
Aromatase binding + 0.6767 67.67%
PPAR gamma + 0.7131 71.31%
Honey bee toxicity - 0.6329 63.29%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9163 91.63%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.69% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.64% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.96% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.78% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.33% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.00% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.25% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.15% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.78% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.38% 86.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.90% 85.31%
CHEMBL1951 P21397 Monoamine oxidase A 88.25% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.90% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 86.87% 95.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.80% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.56% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.03% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.22% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.01% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 84.79% 94.75%
CHEMBL1871 P10275 Androgen Receptor 84.58% 96.43%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.93% 95.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.12% 97.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.44% 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.
Glinus lotoides

Cross-Links

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PubChem 73030171
LOTUS LTS0188637
wikiData Q105211490