PlantaeDB Logo
Login Sign-up

[(1R,2R,3S,7S,8R,10R,11R,15S,16S,17S)-3,17-diacetyloxy-15-(furan-3-yl)-10-[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy-2,7,11,16-tetramethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-7-yl]methyl (2R,3S)-2-hydroxy-3-methylpentanoate

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 2f38a3dd-80ab-4811-b13c-d0068db75b6b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,3S,7S,8R,10R,11R,15S,16S,17S)-3,17-diacetyloxy-15-(furan-3-yl)-10-[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy-2,7,11,16-tetramethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-7-yl]methyl (2R,3S)-2-hydroxy-3-methylpentanoate
SMILES (Canonical) CCC(C)C(C(=O)OCC1(C2CC(C3(C(C2(C(CC(=O)O1)OC(=O)C)C)CC(C4(C3=CCC4C5=COC=C5)C)OC(=O)C)C)OC(=O)C(C(C)CC)O)C)O
SMILES (Isomeric) CC[C@H](C)[C@H](C(=O)OC[C@@]1([C@@H]2C[C@H]([C@@]3([C@@H]([C@]2([C@H](CC(=O)O1)OC(=O)C)C)C[C@@H]([C@@]4(C3=CC[C@H]4C5=COC=C5)C)OC(=O)C)C)OC(=O)[C@@H]([C@H](C)CC)O)C)O
InChI InChI=1S/C42H60O13/c1-11-22(3)35(46)37(48)51-21-39(7)29-17-32(54-38(49)36(47)23(4)12-2)41(9)28-14-13-27(26-15-16-50-20-26)40(28,8)31(52-24(5)43)18-30(41)42(29,10)33(53-25(6)44)19-34(45)55-39/h14-16,20,22-23,27,29-33,35-36,46-47H,11-13,17-19,21H2,1-10H3/t22-,23+,27-,29-,30-,31-,32+,33-,35+,36+,39+,40-,41-,42-/m0/s1
InChI Key QPMIHZUICKRXHM-AXCBSSBOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H60O13
Molecular Weight 772.90 g/mol
Exact Mass 772.40339196 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.59
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,3S,7S,8R,10R,11R,15S,16S,17S)-3,17-diacetyloxy-15-(furan-3-yl)-10-[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy-2,7,11,16-tetramethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-7-yl]methyl (2R,3S)-2-hydroxy-3-methylpentanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9942 99.42%
Caco-2 - 0.8405 84.05%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7959 79.59%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior - 0.3511 35.11%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9825 98.25%
P-glycoprotein inhibitior + 0.8039 80.39%
P-glycoprotein substrate + 0.6529 65.29%
CYP3A4 substrate + 0.7029 70.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8294 82.94%
CYP3A4 inhibition + 0.5818 58.18%
CYP2C9 inhibition - 0.6295 62.95%
CYP2C19 inhibition - 0.7613 76.13%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition - 0.7953 79.53%
CYP2C8 inhibition + 0.7305 73.05%
CYP inhibitory promiscuity - 0.5285 52.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4389 43.89%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9111 91.11%
Skin irritation - 0.5707 57.07%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.6037 60.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6482 64.82%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5681 56.81%
skin sensitisation - 0.8877 88.77%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6085 60.85%
Acute Oral Toxicity (c) I 0.4077 40.77%
Estrogen receptor binding + 0.8053 80.53%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding + 0.5784 57.84%
Glucocorticoid receptor binding + 0.7924 79.24%
Aromatase binding + 0.6413 64.13%
PPAR gamma + 0.7953 79.53%
Honey bee toxicity - 0.6820 68.20%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.53% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.15% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.23% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.69% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.58% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.44% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.94% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.69% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.29% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.66% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.37% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.77% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.11% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 83.53% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.45% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.51% 97.14%
CHEMBL5028 O14672 ADAM10 81.06% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.92% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.54% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 80.18% 94.73%

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.
Trichilia rubra

Cross-Links

Top
PubChem 162884492
LOTUS LTS0245139
wikiData Q105225485