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7-[(3R,5aR,5bR,9S,11aS,13bS)-5a,5b,8,8,9,11a,13b-heptamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,13a-tetradecahydrocyclopenta[a]chrysen-3-yl]-1-[5-amino-2,3,4-trihydroxy-2-(hydroxymethyl)cyclopentyl]oxyoctane-2,3,4,5-tetrol

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 7b90a7ea-373c-4359-93f1-0ab1c579fed7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name 7-[(3R,5aR,5bR,9S,11aS,13bS)-5a,5b,8,8,9,11a,13b-heptamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,13a-tetradecahydrocyclopenta[a]chrysen-3-yl]-1-[5-amino-2,3,4-trihydroxy-2-(hydroxymethyl)cyclopentyl]oxyoctane-2,3,4,5-tetrol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H73NO9/c1-22(19-26(45)32(47)33(48)27(46)20-52-36-31(43)34(49)35(50)42(36,51)21-44)24-12-16-38(5)25(24)13-17-40(7)29(38)9-10-30-39(6)15-11-23(2)37(3,4)28(39)14-18-41(30,40)8/h9-10,22-36,44-51H,11-21,43H2,1-8H3/t22?,23-,24+,25?,26?,27?,28?,29?,30?,31?,32?,33?,34?,35?,36?,38-,39-,40+,41+,42?/m0/s1
InChI Key XPQQFLOBGARKSQ-ZMCYARIZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H73NO9
Molecular Weight 736.00 g/mol
Exact Mass 735.52853291 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 3.14
H-Bond Acceptor 10
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(3R,5aR,5bR,9S,11aS,13bS)-5a,5b,8,8,9,11a,13b-heptamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,13a-tetradecahydrocyclopenta[a]chrysen-3-yl]-1-[5-amino-2,3,4-trihydroxy-2-(hydroxymethyl)cyclopentyl]oxyoctane-2,3,4,5-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8231 82.31%
Caco-2 - 0.8634 86.34%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.5454 54.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8716 87.16%
OATP1B3 inhibitior + 0.9287 92.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7041 70.41%
BSEP inhibitior - 0.7767 77.67%
P-glycoprotein inhibitior + 0.7256 72.56%
P-glycoprotein substrate + 0.5939 59.39%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 0.7925 79.25%
CYP2D6 substrate - 0.7424 74.24%
CYP3A4 inhibition - 0.9455 94.55%
CYP2C9 inhibition - 0.8809 88.09%
CYP2C19 inhibition - 0.7553 75.53%
CYP2D6 inhibition - 0.9189 91.89%
CYP1A2 inhibition - 0.8708 87.08%
CYP2C8 inhibition + 0.5549 55.49%
CYP inhibitory promiscuity - 0.8611 86.11%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6495 64.95%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9156 91.56%
Skin irritation - 0.7169 71.69%
Skin corrosion - 0.9261 92.61%
Ames mutagenesis - 0.6927 69.27%
Human Ether-a-go-go-Related Gene inhibition + 0.7206 72.06%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5213 52.13%
skin sensitisation - 0.8493 84.93%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8638 86.38%
Acute Oral Toxicity (c) III 0.6341 63.41%
Estrogen receptor binding + 0.7152 71.52%
Androgen receptor binding + 0.7690 76.90%
Thyroid receptor binding - 0.5288 52.88%
Glucocorticoid receptor binding + 0.6282 62.82%
Aromatase binding + 0.6791 67.91%
PPAR gamma + 0.7244 72.44%
Honey bee toxicity - 0.6975 69.75%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5650 56.50%
Fish aquatic toxicity + 0.8607 86.07%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.14% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 98.61% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.84% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.72% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.47% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.13% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.14% 95.93%
CHEMBL3492 P49721 Proteasome Macropain subunit 91.35% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.79% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 89.00% 97.64%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.49% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 87.42% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.41% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 85.64% 94.75%
CHEMBL4208 P20618 Proteasome component C5 84.47% 90.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.86% 92.78%
CHEMBL1871 P10275 Androgen Receptor 83.15% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.02% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.37% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.59% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.27% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.25% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.74% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.63% 93.18%
CHEMBL325 Q13547 Histone deacetylase 1 80.52% 95.92%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139586696
LOTUS LTS0151690
wikiData Q105338944