PlantaeDB Logo
Login Sign-up

(1S,2S,4S,5R,6S,8R,9R,11R,12R,14R,15S,18S,21R,22S,23R)-8,9,12-trihydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

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 37db115f-7929-4eaa-aa17-b486fec96939
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,4S,5R,6S,8R,9R,11R,12R,14R,15S,18S,21R,22S,23R)-8,9,12-trihydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
SMILES (Canonical) CC1CCC23CCC4(C5(CC(C6C(=C)C(C(CC6(C5C7C(C4(C2C1C)OC3=O)O7)C)O)O)O)C)C
SMILES (Isomeric) C[C@@H]1CC[C@]23CC[C@]4([C@@]5(C[C@H]([C@H]6C(=C)[C@H]([C@@H](C[C@@]6([C@H]5[C@H]7[C@@H]([C@@]4([C@@H]2[C@H]1C)OC3=O)O7)C)O)O)O)C)C
InChI InChI=1S/C29H42O6/c1-13-7-8-28-10-9-27(6)26(5)12-16(30)18-15(3)19(32)17(31)11-25(18,4)22(26)20-23(34-20)29(27,35-24(28)33)21(28)14(13)2/h13-14,16-23,30-32H,3,7-12H2,1-2,4-6H3/t13-,14+,16-,17-,18-,19-,20+,21-,22-,23+,25+,26-,27+,28+,29-/m1/s1
InChI Key GHRQIBWIWKHOMI-LMNIETLWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H42O6
Molecular Weight 486.60 g/mol
Exact Mass 486.29813906 g/mol
Topological Polar Surface Area (TPSA) 99.50 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.22
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2S,4S,5R,6S,8R,9R,11R,12R,14R,15S,18S,21R,22S,23R)-8,9,12-trihydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9687 96.87%
Caco-2 - 0.6604 66.04%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6377 63.77%
OATP2B1 inhibitior - 0.7112 71.12%
OATP1B1 inhibitior + 0.8584 85.84%
OATP1B3 inhibitior + 0.9064 90.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior - 0.5737 57.37%
P-glycoprotein inhibitior - 0.6207 62.07%
P-glycoprotein substrate - 0.5432 54.32%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 0.6099 60.99%
CYP2D6 substrate - 0.8117 81.17%
CYP3A4 inhibition - 0.5699 56.99%
CYP2C9 inhibition - 0.7739 77.39%
CYP2C19 inhibition - 0.7700 77.00%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.6425 64.25%
CYP2C8 inhibition - 0.5750 57.50%
CYP inhibitory promiscuity - 0.9589 95.89%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4823 48.23%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9392 93.92%
Skin irritation + 0.5775 57.75%
Skin corrosion - 0.9062 90.62%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5393 53.93%
skin sensitisation - 0.8036 80.36%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6960 69.60%
Acute Oral Toxicity (c) III 0.3027 30.27%
Estrogen receptor binding + 0.6745 67.45%
Androgen receptor binding + 0.7705 77.05%
Thyroid receptor binding + 0.5598 55.98%
Glucocorticoid receptor binding + 0.7233 72.33%
Aromatase binding + 0.7554 75.54%
PPAR gamma + 0.5638 56.38%
Honey bee toxicity - 0.7645 76.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9935 99.35%

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
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.66% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.52% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.91% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.02% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.56% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 85.54% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.73% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.62% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.45% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.42% 96.61%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.11% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.01% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.68% 89.00%
CHEMBL1871 P10275 Androgen Receptor 82.60% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.11% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.85% 92.94%
CHEMBL1902 P62942 FK506-binding protein 1A 81.66% 97.05%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.34% 94.80%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.21% 82.69%

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.
Helwingia chinensis

Cross-Links

Top
PubChem 101258103
LOTUS LTS0222595
wikiData Q105008696