PlantaeDB Logo
Login Sign-up

5-[7-(5a,5b,8,8,9,10,11a,13b-Octamethyl-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

Top
Internal ID 8378ee21-3b45-4d45-a6ba-e04fed3df94d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name 5-[7-(5a,5b,8,8,9,10,11a,13b-octamethyl-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) CC1CC2(C(CCC3(C2C=CC4C3(CCC5C4(CCC5C(C)CC(C)C(C(C(COC6C(C(C(C6(CO)O)O)O)N)O)O)O)C)C)C)C(C1C)(C)C)C
SMILES (Isomeric) CC1CC2(C(CCC3(C2C=CC4C3(CCC5C4(CCC5C(C)CC(C)C(C(C(COC6C(C(C(C6(CO)O)O)O)N)O)O)O)C)C)C)C(C1C)(C)C)C
InChI InChI=1S/C44H77NO8/c1-23(19-24(2)34(48)35(49)29(47)21-53-38-33(45)36(50)37(51)44(38,52)22-46)27-13-16-40(7)28(27)14-17-42(9)31(40)11-12-32-41(8)20-25(3)26(4)39(5,6)30(41)15-18-43(32,42)10/h11-12,23-38,46-52H,13-22,45H2,1-10H3
InChI Key ICVMHEYNHYJMDK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H77NO8
Molecular Weight 748.10 g/mol
Exact Mass 747.56491841 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 9
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-[7-(5a,5b,8,8,9,10,11a,13b-Octamethyl-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8231 82.31%
Caco-2 - 0.8629 86.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.5454 54.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8560 85.60%
OATP1B3 inhibitior + 0.9287 92.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7041 70.41%
BSEP inhibitior - 0.6777 67.77%
P-glycoprotein inhibitior + 0.7323 73.23%
P-glycoprotein substrate + 0.6783 67.83%
CYP3A4 substrate + 0.7124 71.24%
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 + 0.6560 65.60%
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 - 0.9141 91.41%
Skin irritation - 0.7169 71.69%
Skin corrosion - 0.9261 92.61%
Ames mutagenesis - 0.6973 69.73%
Human Ether-a-go-go-Related Gene inhibition + 0.7124 71.24%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5106 51.06%
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 - 0.8172 81.72%
Acute Oral Toxicity (c) III 0.6341 63.41%
Estrogen receptor binding + 0.7159 71.59%
Androgen receptor binding + 0.7694 76.94%
Thyroid receptor binding - 0.5050 50.50%
Glucocorticoid receptor binding + 0.6433 64.33%
Aromatase binding + 0.6790 67.90%
PPAR gamma + 0.7280 72.80%
Honey bee toxicity - 0.6778 67.78%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.8607 86.07%

Targets

Top

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 99.40% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 98.81% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.68% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.30% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.66% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.31% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.78% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.09% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.63% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 88.77% 97.64%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.06% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 88.03% 93.18%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 87.06% 95.27%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.94% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.65% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.63% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.25% 89.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.21% 95.56%
CHEMBL2885 P07451 Carbonic anhydrase III 84.14% 87.45%
CHEMBL299 P17252 Protein kinase C alpha 83.72% 98.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.06% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.90% 95.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.81% 98.75%
CHEMBL242 Q92731 Estrogen receptor beta 80.77% 98.35%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.36% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.27% 91.07%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 163063065
LOTUS LTS0175658
wikiData Q104168646