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5-[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]-2,3,4-trihydroxy-5-methyloctoxy]-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-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 400f2ac0-b273-4040-9a74-bcac0b3fdc36
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name 5-[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]-2,3,4-trihydroxy-5-methyloctoxy]-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H75NO8/c1-23(20-24(2)33(47)34(48)28(46)21-52-37-32(44)35(49)36(50)43(37,51)22-45)26-13-17-39(6)27(26)14-18-41(8)30(39)10-11-31-40(7)16-12-25(3)38(4,5)29(40)15-19-42(31,41)9/h10-11,23-37,45-51H,12-22,44H2,1-9H3/t23?,24?,25-,26+,27?,28?,29?,30?,31?,32?,33?,34?,35?,36?,37?,39-,40-,41+,42+,43?/m0/s1
InChI Key WNPSYLUYXAXQSP-VLYGMAJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H75NO8
Molecular Weight 734.10 g/mol
Exact Mass 733.54926835 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 9
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[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]-2,3,4-trihydroxy-5-methyloctoxy]-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8231 82.31%
Caco-2 - 0.8627 86.27%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.5454 54.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9287 92.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7041 70.41%
BSEP inhibitior - 0.7145 71.45%
P-glycoprotein inhibitior + 0.7309 73.09%
P-glycoprotein substrate + 0.6186 61.86%
CYP3A4 substrate + 0.7072 70.72%
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 + 0.6008 60.08%
CYP inhibitory promiscuity - 0.8611 86.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6495 64.95%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9148 91.48%
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 + 0.7147 71.47%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5265 52.65%
skin sensitisation - 0.8493 84.93%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8500 85.00%
Acute Oral Toxicity (c) III 0.6341 63.41%
Estrogen receptor binding + 0.7209 72.09%
Androgen receptor binding + 0.7687 76.87%
Thyroid receptor binding - 0.5247 52.47%
Glucocorticoid receptor binding + 0.6430 64.30%
Aromatase binding + 0.6774 67.74%
PPAR gamma + 0.7237 72.37%
Honey bee toxicity - 0.6995 69.95%
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 99.16% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.61% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.11% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.83% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 96.96% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.76% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.35% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 94.30% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.92% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 90.68% 97.64%
CHEMBL299 P17252 Protein kinase C alpha 89.85% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.81% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.96% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.56% 90.24%
CHEMBL325 Q13547 Histone deacetylase 1 84.95% 95.92%
CHEMBL1937 Q92769 Histone deacetylase 2 84.64% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.02% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.89% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.59% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.25% 95.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.05% 97.29%
CHEMBL4581 P52732 Kinesin-like protein 1 80.80% 93.18%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.74% 89.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.74% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.69% 90.00%

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 139588630
LOTUS LTS0118195
wikiData Q105309215