PlantaeDB Logo
Login Sign-up

methyl 6,7-dihydroxy-2-[(1S,2R,3R,5R,6R,9S,14S,15R,18S)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docosa-11,16-dien-19-yl]-6-methyl-4-oxoheptanoate

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 2266e1cc-5338-419e-aadd-b473a6268442
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 6,7-dihydroxy-2-[(1S,2R,3R,5R,6R,9S,14S,15R,18S)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docosa-11,16-dien-19-yl]-6-methyl-4-oxoheptanoate
SMILES (Canonical) CC12CC=C3CC(OCC3(C1CC(C4(C2C=CC56C4(C5)CCC6C(CC(=O)CC(C)(CO)O)C(=O)OC)C)O)C)C7=CC=CC=C7
SMILES (Isomeric) C[C@]12CC=C3C[C@H](OC[C@@]3([C@@H]1C[C@H]([C@@]4([C@@H]2C=C[C@@]56[C@@]4(C5)CCC6C(CC(=O)CC(C)(CO)O)C(=O)OC)C)O)C)C7=CC=CC=C7
InChI InChI=1S/C39H52O7/c1-34(44,22-40)20-26(41)18-27(33(43)45-5)28-12-16-39-21-38(28,39)15-13-30-35(2)14-11-25-17-29(24-9-7-6-8-10-24)46-23-36(25,3)31(35)19-32(42)37(30,39)4/h6-11,13,15,27-32,40,42,44H,12,14,16-23H2,1-5H3/t27?,28?,29-,30+,31+,32+,34?,35+,36-,37-,38+,39+/m0/s1
InChI Key ALPNOVCGOWNGSI-LAGWCKPZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H52O7
Molecular Weight 632.80 g/mol
Exact Mass 632.37130399 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.73
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 6,7-dihydroxy-2-[(1S,2R,3R,5R,6R,9S,14S,15R,18S)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docosa-11,16-dien-19-yl]-6-methyl-4-oxoheptanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9336 93.36%
Caco-2 - 0.8239 82.39%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8023 80.23%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior + 0.8303 83.03%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9754 97.54%
P-glycoprotein inhibitior + 0.7753 77.53%
P-glycoprotein substrate + 0.6944 69.44%
CYP3A4 substrate + 0.7427 74.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8513 85.13%
CYP3A4 inhibition - 0.5433 54.33%
CYP2C9 inhibition - 0.7601 76.01%
CYP2C19 inhibition - 0.7969 79.69%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.7345 73.45%
CYP2C8 inhibition + 0.8552 85.52%
CYP inhibitory promiscuity - 0.9183 91.83%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6413 64.13%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.6384 63.84%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8299 82.99%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6036 60.36%
Acute Oral Toxicity (c) I 0.6280 62.80%
Estrogen receptor binding + 0.8007 80.07%
Androgen receptor binding + 0.7699 76.99%
Thyroid receptor binding + 0.5651 56.51%
Glucocorticoid receptor binding + 0.8033 80.33%
Aromatase binding + 0.6465 64.65%
PPAR gamma + 0.6860 68.60%
Honey bee toxicity - 0.6986 69.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9800 98.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.37% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.73% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.68% 95.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 93.73% 95.71%
CHEMBL5028 O14672 ADAM10 89.92% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.28% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.39% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.99% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.60% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.06% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.34% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.32% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.21% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 85.97% 97.79%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.40% 94.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.91% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.47% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 84.30% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.23% 99.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.07% 95.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.71% 94.23%

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.
Dichapetalum madagascariense

Cross-Links

Top
PubChem 102003025
LOTUS LTS0165486
wikiData Q104914272