PlantaeDB Logo
Login Sign-up

Totopotensamide B

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 3b170516-6ece-493c-b9d7-90cad1a8ee80
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (8S,9R,10S,11S,12R)-N-[(2R,3R)-1-[[(2S)-1-[[(2R,5S,11R,12R)-5-[(2S)-butan-2-yl]-2-(2-chloro-3,5-dihydroxy-4-methylphenyl)-11-methyl-3,6,9,13-tetraoxo-1,4,7,10-tetrazacyclotridec-12-yl]amino]-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]-9,11,12-trihydroxy-4,6,8,10-tetramethyl-3-oxotridecanamide
SMILES (Canonical) CCC(C)C1C(=O)NCC(=O)NC(C(C(=O)NC(C(=O)N1)C2=CC(=C(C(=C2Cl)O)C)O)NC(=O)C(C)NC(=O)C(C(C)O)NC(=O)CC(=O)C(C)CC(C)CC(C)C(C(C)C(C(C)O)O)O)C
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@@H]([C@H](C(=O)N[C@@H](C(=O)N1)C2=CC(=C(C(=C2Cl)O)C)O)NC(=O)[C@H](C)NC(=O)[C@@H]([C@@H](C)O)NC(=O)CC(=O)C(C)CC(C)C[C@H](C)[C@H]([C@H](C)[C@@H]([C@@H](C)O)O)O)C
InChI InChI=1S/C45H72ClN7O14/c1-12-19(3)34-42(64)47-17-32(59)48-24(8)35(43(65)53-37(45(67)51-34)28-15-30(57)22(6)40(62)33(28)46)52-41(63)25(9)49-44(66)36(26(10)54)50-31(58)16-29(56)20(4)13-18(2)14-21(5)38(60)23(7)39(61)27(11)55/h15,18-21,23-27,34-39,54-55,57,60-62H,12-14,16-17H2,1-11H3,(H,47,64)(H,48,59)(H,49,66)(H,50,58)(H,51,67)(H,52,63)(H,53,65)/t18?,19-,20?,21-,23-,24+,25-,26+,27+,34-,35+,36+,37+,38+,39-/m0/s1
InChI Key LACOKYPQGAPLII-HYZVQEKKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C45H72ClN7O14
Molecular Weight 970.50 g/mol
Exact Mass 969.4825777 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 1.70
Atomic LogP (AlogP) -0.38
H-Bond Acceptor 14
H-Bond Donor 13
Rotatable Bonds 20

Synonyms

Top
(8S,9R,10S,11S,12R)-N-((2R,3R)-1-(((2S)-1-(((2R,5S,11R,12R)-5-((2S)-butan-2-yl)-2-(2-chloro-3,5-dihydroxy-4-methylphenyl)-11-methyl-3,6,9,13-tetraoxo-1,4,7,10-tetrazacyclotridec-12-yl)amino)-1-oxopropan-2-yl)amino)-3-hydroxy-1-oxobutan-2-yl)-9,11,12-trihydroxy-4,6,8,10-tetramethyl-3-oxotridecanamide
(8S,9R,10S,11S,12R)-N-[(2R,3R)-1-[[(2S)-1-[[(2R,5S,11R,12R)-5-[(2S)-butan-2-yl]-2-(2-chloro-3,5-dihydroxy-4-methylphenyl)-11-methyl-3,6,9,13-tetraoxo-1,4,7,10-tetrazacyclotridec-12-yl]amino]-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]-9,11,12-trihydroxy-4,6,8,10-tetramethyl-3-oxotridecanamide
RefChem:190495
CHEBI:219176

2D Structure

Top
2D Structure of Totopotensamide B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9365 93.65%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Nucleus 0.4461 44.61%
OATP2B1 inhibitior - 0.5776 57.76%
OATP1B1 inhibitior + 0.8043 80.43%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8921 89.21%
P-glycoprotein inhibitior + 0.7291 72.91%
P-glycoprotein substrate + 0.8571 85.71%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 0.6170 61.70%
CYP2D6 substrate - 0.8230 82.30%
CYP3A4 inhibition - 0.6502 65.02%
CYP2C9 inhibition - 0.8520 85.20%
CYP2C19 inhibition - 0.7758 77.58%
CYP2D6 inhibition - 0.8691 86.91%
CYP1A2 inhibition - 0.8151 81.51%
CYP2C8 inhibition + 0.7618 76.18%
CYP inhibitory promiscuity - 0.8667 86.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.6110 61.10%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7716 77.16%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3710 37.10%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8415 84.15%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6905 69.05%
Acute Oral Toxicity (c) III 0.6375 63.75%
Estrogen receptor binding + 0.7845 78.45%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.5952 59.52%
Glucocorticoid receptor binding + 0.6281 62.81%
Aromatase binding + 0.6356 63.56%
PPAR gamma + 0.7459 74.59%
Honey bee toxicity - 0.7220 72.20%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9023 90.23%

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
CHEMBL2581 P07339 Cathepsin D 99.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL2094135 Q96BI3 Gamma-secretase 94.45% 98.05%
CHEMBL236 P41143 Delta opioid receptor 92.79% 99.35%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 92.17% 98.59%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.79% 93.10%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.78% 89.34%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.19% 85.14%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 90.63% 99.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 90.32% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.25% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.27% 97.25%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.59% 90.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.52% 96.90%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.21% 89.50%
CHEMBL4208 P20618 Proteasome component C5 86.66% 90.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 86.56% 85.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.96% 99.17%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 85.36% 97.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.12% 99.15%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.54% 93.56%
CHEMBL4805 Q99572 P2X purinoceptor 7 83.53% 97.50%
CHEMBL1075317 P61964 WD repeat-containing protein 5 82.20% 96.33%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 82.13% 94.55%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.39% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 81.22% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.14% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.25% 97.09%

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 57409241
LOTUS LTS0240544
wikiData Q77502678