PlantaeDB Logo
Login Sign-up

methyl (1S,3R,4S,5R,7R,8R,9S,10S,11R,12R,13S,14R,17S)-1,11-diacetyloxy-17-(furan-3-yl)-3,7-dihydroxy-4,8,10,13-tetramethyl-12-(2-methylpropanoyloxy)-15-oxo-1,2,3,5,6,7,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthrene-4-carboxylate

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 21a93fcb-bca1-4d83-8d08-fb1d2cfc52bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (1S,3R,4S,5R,7R,8R,9S,10S,11R,12R,13S,14R,17S)-1,11-diacetyloxy-17-(furan-3-yl)-3,7-dihydroxy-4,8,10,13-tetramethyl-12-(2-methylpropanoyloxy)-15-oxo-1,2,3,5,6,7,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthrene-4-carboxylate
SMILES (Canonical) CC(C)C(=O)OC1C(C2C3(C(CC(C2(C4C1(C(CC4=O)C5=COC=C5)C)C)O)C(C(CC3OC(=O)C)O)(C)C(=O)OC)C)OC(=O)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@@H]([C@@H]2[C@@]3([C@@H](C[C@H]([C@]2([C@@H]4[C@@]1([C@@H](CC4=O)C5=COC=C5)C)C)O)[C@]([C@@H](C[C@@H]3OC(=O)C)O)(C)C(=O)OC)C)OC(=O)C
InChI InChI=1S/C35H48O12/c1-16(2)30(41)47-29-26(46-18(4)37)28-34(7)22(33(6,31(42)43-9)24(40)14-25(34)45-17(3)36)13-23(39)35(28,8)27-21(38)12-20(32(27,29)5)19-10-11-44-15-19/h10-11,15-16,20,22-29,39-40H,12-14H2,1-9H3/t20-,22-,23+,24+,25-,26+,27-,28+,29-,32-,33-,34+,35-/m0/s1
InChI Key CWTDSZFZZNGELD-YMRRSPNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C35H48O12
Molecular Weight 660.70 g/mol
Exact Mass 660.31457696 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.36
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,3R,4S,5R,7R,8R,9S,10S,11R,12R,13S,14R,17S)-1,11-diacetyloxy-17-(furan-3-yl)-3,7-dihydroxy-4,8,10,13-tetramethyl-12-(2-methylpropanoyloxy)-15-oxo-1,2,3,5,6,7,9,11,12,14,16,17-dodecahydrocyclopenta[a]phenanthrene-4-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9778 97.78%
Caco-2 - 0.8114 81.14%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7040 70.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7084 70.84%
OATP1B3 inhibitior + 0.8179 81.79%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9853 98.53%
P-glycoprotein inhibitior + 0.8129 81.29%
P-glycoprotein substrate + 0.5308 53.08%
CYP3A4 substrate + 0.6899 68.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7965 79.65%
CYP3A4 inhibition - 0.6537 65.37%
CYP2C9 inhibition - 0.7889 78.89%
CYP2C19 inhibition - 0.8627 86.27%
CYP2D6 inhibition - 0.9173 91.73%
CYP1A2 inhibition - 0.8672 86.72%
CYP2C8 inhibition + 0.5496 54.96%
CYP inhibitory promiscuity - 0.8737 87.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4541 45.41%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8947 89.47%
Skin irritation - 0.7352 73.52%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.6501 65.01%
Human Ether-a-go-go-Related Gene inhibition - 0.4064 40.64%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.8692 86.92%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5921 59.21%
Acute Oral Toxicity (c) I 0.4627 46.27%
Estrogen receptor binding + 0.7915 79.15%
Androgen receptor binding + 0.6952 69.52%
Thyroid receptor binding + 0.6077 60.77%
Glucocorticoid receptor binding + 0.7611 76.11%
Aromatase binding + 0.6799 67.99%
PPAR gamma + 0.7396 73.96%
Honey bee toxicity - 0.7240 72.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9593 95.93%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.49% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.21% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 95.52% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.78% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.21% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.07% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.94% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.66% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.12% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.01% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.03% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.46% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.38% 85.31%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.53% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.44% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.92% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.45% 97.14%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.85% 85.30%
CHEMBL2996 Q05655 Protein kinase C delta 80.80% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.25% 99.17%

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.
Turraea heterophylla

Cross-Links

Top
PubChem 163189625
LOTUS LTS0105626
wikiData Q104971520