PlantaeDB Logo
Login Sign-up

(2R,8S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-16-hydroperoxy-21-hydroxy-22-methoxy-5,13,20,25-tetramethyl-9-methylidene-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-triene-4,24-dione

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 b7d68c73-ca57-4538-89fb-f6f6a4929a85
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,8S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-16-hydroperoxy-21-hydroxy-22-methoxy-5,13,20,25-tetramethyl-9-methylidene-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-triene-4,24-dione
SMILES (Canonical) CC1=C2CC3C(=C)C4CC4C3(C5C2(C6=C7C(C8CC8C7(C5)OO)(C(C9(C6=C(C(=O)O9)C)OC)O)C)OC1=O)C
SMILES (Isomeric) CC1=C2C[C@H]3C(=C)[C@H]4C[C@H]4[C@@]3([C@H]5[C@@]2(C6=C7[C@]([C@@H]8C[C@@H]8[C@]7(C5)OO)([C@H]([C@@]9(C6=C(C(=O)O9)C)OC)O)C)OC1=O)C
InChI InChI=1S/C31H34O8/c1-11-14-7-17(14)27(4)15(11)8-16-12(2)24(32)37-30(16)20(27)10-29(39-35)19-9-18(19)28(5)23(29)22(30)21-13(3)25(33)38-31(21,36-6)26(28)34/h14-15,17-20,26,34-35H,1,7-10H2,2-6H3/t14-,15+,17-,18-,19+,20+,26-,27-,28+,29+,30+,31+/m1/s1
InChI Key OZSJWRKCHCLVIP-FTBTWKQCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H34O8
Molecular Weight 534.60 g/mol
Exact Mass 534.22536804 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,8S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-16-hydroperoxy-21-hydroxy-22-methoxy-5,13,20,25-tetramethyl-9-methylidene-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-triene-4,24-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9710 97.10%
Caco-2 - 0.7375 73.75%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7116 71.16%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.8862 88.62%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7903 79.03%
P-glycoprotein inhibitior + 0.6352 63.52%
P-glycoprotein substrate + 0.5152 51.52%
CYP3A4 substrate + 0.7452 74.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.5239 52.39%
CYP2C9 inhibition - 0.8144 81.44%
CYP2C19 inhibition - 0.8184 81.84%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.7273 72.73%
CYP2C8 inhibition + 0.5626 56.26%
CYP inhibitory promiscuity - 0.8177 81.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4338 43.38%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.8908 89.08%
Skin irritation - 0.6358 63.58%
Skin corrosion - 0.9107 91.07%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4001 40.01%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5674 56.74%
skin sensitisation - 0.8032 80.32%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7595 75.95%
Acute Oral Toxicity (c) III 0.3341 33.41%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.7572 75.72%
Thyroid receptor binding + 0.6003 60.03%
Glucocorticoid receptor binding + 0.7652 76.52%
Aromatase binding + 0.6844 68.44%
PPAR gamma + 0.7240 72.40%
Honey bee toxicity - 0.6304 63.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9933 99.33%

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
CHEMBL240 Q12809 HERG 99.05% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.64% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.00% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.31% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.85% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.69% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 87.46% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.64% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.55% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.38% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.34% 96.95%
CHEMBL1902 P62942 FK506-binding protein 1A 85.29% 97.05%
CHEMBL4040 P28482 MAP kinase ERK2 84.54% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.02% 86.33%
CHEMBL1871 P10275 Androgen Receptor 83.86% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 82.83% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.94% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.79% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 80.94% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.52% 93.03%

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.
Actinidia chinensis var. deliciosa
Lepidium apetalum

Cross-Links

Top
PubChem 54671619
NPASS NPC184399