PlantaeDB Logo
Login Sign-up

(3S,5R,10S,13R,14S,17R)-17-[(2R,5S)-5-acetyloxy-5,6-dimethylheptan-2-yl]-4,4,10,13-tetramethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid

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 b9f8782b-ee5d-40f1-a676-de2c8a45a74b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,10S,13R,14S,17R)-17-[(2R,5S)-5-acetyloxy-5,6-dimethylheptan-2-yl]-4,4,10,13-tetramethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H64O10/c1-21(2)38(9,49-23(4)41)18-12-22(3)24-14-19-39(34(45)46)26-10-11-28-35(5,6)29(15-16-36(28,7)25(26)13-17-37(24,39)8)48-33-32(44)31(43)30(42)27(20-40)47-33/h21-22,24,27-33,40,42-44H,10-20H2,1-9H3,(H,45,46)/t22-,24-,27-,28+,29+,30+,31+,32-,33+,36-,37-,38+,39+/m1/s1
InChI Key GINBFIKPQCMDIA-BKNUTMTRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H64O10
Molecular Weight 692.90 g/mol
Exact Mass 692.44994823 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.38
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,5R,10S,13R,14S,17R)-17-[(2R,5S)-5-acetyloxy-5,6-dimethylheptan-2-yl]-4,4,10,13-tetramethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8611 86.11%
Caco-2 - 0.8495 84.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8867 88.67%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.7451 74.51%
OATP1B3 inhibitior - 0.2801 28.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5442 54.42%
BSEP inhibitior + 0.7782 77.82%
P-glycoprotein inhibitior + 0.7836 78.36%
P-glycoprotein substrate - 0.5642 56.42%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.8521 85.21%
CYP2C9 inhibition - 0.7826 78.26%
CYP2C19 inhibition - 0.9084 90.84%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.7907 79.07%
CYP2C8 inhibition + 0.6446 64.46%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6934 69.34%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9166 91.66%
Skin irritation - 0.5128 51.28%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6555 65.55%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6762 67.62%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6074 60.74%
Acute Oral Toxicity (c) III 0.7134 71.34%
Estrogen receptor binding + 0.6945 69.45%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding - 0.5722 57.22%
Glucocorticoid receptor binding + 0.7114 71.14%
Aromatase binding + 0.7067 70.67%
PPAR gamma + 0.6672 66.72%
Honey bee toxicity - 0.7110 71.10%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9833 98.33%

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 97.90% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.31% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.45% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.34% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.15% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.09% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.43% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.15% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.16% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.11% 100.00%
CHEMBL5028 O14672 ADAM10 86.98% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.81% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.61% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.12% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.04% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.94% 82.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.37% 85.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.99% 89.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.65% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.57% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.04% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.92% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.83% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 80.49% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.23% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.05% 97.25%

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 162867563
LOTUS LTS0014149
wikiData Q105009105