PlantaeDB Logo
Login Sign-up

(3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-9,10,20,22-tetrahydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1(25)-ene-14-carbaldehyde

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 d0b520b2-4218-482e-a160-d19ad05819c1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 19-oxosteroids
IUPAC Name (3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-9,10,20,22-tetrahydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1(25)-ene-14-carbaldehyde
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4=CCC5C(C4(CC3O2)C=O)CCC6(C5(CC(C6C7=CC(=O)OC7)O)O)C)O)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3CC4=CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@]6([C@@]5(C[C@H]([C@@H]6C7=CC(=O)OC7)O)O)C)O)O
InChI InChI=1S/C29H38O10/c1-14-7-22(32)29(35)25(37-14)38-20-9-16-3-4-18-17(27(16,13-30)11-21(20)39-29)5-6-26(2)24(15-8-23(33)36-12-15)19(31)10-28(18,26)34/h3,8,13-14,17-22,24-25,31-32,34-35H,4-7,9-12H2,1-2H3/t14-,17+,18-,19-,20-,21-,22+,24+,25+,26-,27-,28+,29+/m1/s1
InChI Key BCHAIGZJQCUIHZ-KGTCOYFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.89
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-9,10,20,22-tetrahydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1(25)-ene-14-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9345 93.45%
Caco-2 - 0.8409 84.09%
Blood Brain Barrier - 0.7411 74.11%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8811 88.11%
OATP2B1 inhibitior - 0.7240 72.40%
OATP1B1 inhibitior + 0.8497 84.97%
OATP1B3 inhibitior + 0.9714 97.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7200 72.00%
P-glycoprotein inhibitior + 0.6209 62.09%
P-glycoprotein substrate + 0.7419 74.19%
CYP3A4 substrate + 0.7334 73.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8960 89.60%
CYP3A4 inhibition - 0.8906 89.06%
CYP2C9 inhibition - 0.9267 92.67%
CYP2C19 inhibition - 0.9520 95.20%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.9392 93.92%
CYP2C8 inhibition + 0.6499 64.99%
CYP inhibitory promiscuity - 0.9708 97.08%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4602 46.02%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9399 93.99%
Skin irritation + 0.5448 54.48%
Skin corrosion - 0.9192 91.92%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7180 71.80%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5824 58.24%
skin sensitisation - 0.9057 90.57%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6688 66.88%
Acute Oral Toxicity (c) I 0.7178 71.78%
Estrogen receptor binding + 0.8287 82.87%
Androgen receptor binding + 0.7838 78.38%
Thyroid receptor binding - 0.5289 52.89%
Glucocorticoid receptor binding + 0.7047 70.47%
Aromatase binding + 0.7104 71.04%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6698 66.98%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9823 98.23%

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
CHEMBL1994 P08235 Mineralocorticoid receptor 97.28% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.17% 93.40%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.84% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.03% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.39% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 91.22% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.83% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.08% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 89.81% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.39% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.24% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.82% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.64% 85.14%
CHEMBL1871 P10275 Androgen Receptor 86.50% 96.43%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.01% 94.80%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.01% 97.14%
CHEMBL325 Q13547 Histone deacetylase 1 84.43% 95.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.04% 99.23%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.89% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.98% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.92% 93.04%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.45% 82.69%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.06% 97.33%

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.
Asclepias vestita
Gomphocarpus sinaicus

Cross-Links

Top
PubChem 163084619
LOTUS LTS0230715
wikiData Q104923298