PlantaeDB Logo
Login Sign-up

methyl 6,7-dihydroxy-2-[(1S,2R,3R,5R,6R,9S,14S,15R,18R)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docos-11-en-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 fa8d02d8-1002-4ffe-b80a-242f6441c0ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 6,7-dihydroxy-2-[(1S,2R,3R,5R,6R,9S,14S,15R,18R)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docos-11-en-19-yl]-6-methyl-4-oxoheptanoate
SMILES (Canonical) CC12CC=C3CC(OCC3(C1CC(C4(C2CCC56C4(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]2CC[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/C39H54O7/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/h6-11,27-32,40,42,44H,12-23H2,1-5H3/t27?,28?,29-,30+,31+,32+,34?,35+,36-,37-,38+,39+/m0/s1
InChI Key DTQOWEHUJMDBLL-LAGWCKPZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C39H54O7
Molecular Weight 634.80 g/mol
Exact Mass 634.38695406 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.96
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,18R)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docos-11-en-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 - 0.8287 82.87%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8023 80.23%
OATP2B1 inhibitior - 0.5732 57.32%
OATP1B1 inhibitior + 0.8157 81.57%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9675 96.75%
P-glycoprotein inhibitior + 0.7568 75.68%
P-glycoprotein substrate + 0.6843 68.43%
CYP3A4 substrate + 0.7331 73.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8437 84.37%
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 + 0.8284 82.84%
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 - 0.9242 92.42%
Skin irritation - 0.6384 63.84%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8155 81.55%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.4913 49.13%
Acute Oral Toxicity (c) I 0.6280 62.80%
Estrogen receptor binding + 0.7892 78.92%
Androgen receptor binding + 0.7812 78.12%
Thyroid receptor binding + 0.5292 52.92%
Glucocorticoid receptor binding + 0.7734 77.34%
Aromatase binding + 0.6691 66.91%
PPAR gamma + 0.6675 66.75%
Honey bee toxicity - 0.7090 70.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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 98.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.91% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.77% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.30% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.15% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.95% 94.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.80% 97.25%
CHEMBL5028 O14672 ADAM10 91.74% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 91.21% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.28% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.35% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.39% 94.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.41% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.74% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.51% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.22% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.01% 97.14%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.53% 95.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.39% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 80.87% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 80.57% 91.19%

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 102003028
LOTUS LTS0025436
wikiData Q104988977