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(3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,21R,22S,23R)-9,10,21,22-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

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Internal ID 7582427d-595a-47df-888d-58da228a94b6
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,21R,22S,23R)-9,10,21,22-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(C(CC6C7=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@@H](C[C@@H]6C7=CC(=O)OC7)O)O)C)O)O
InChI InChI=1S/C29H38O10/c1-14-7-23(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)19(10-22(31)28(18,26)34)15-8-24(33)36-12-15/h3,8,13-14,17-23,25,31-32,34-35H,4-7,9-12H2,1-2H3/t14-,17+,18-,19-,20-,21-,22-,23+,25+,26-,27-,28-,29+/m1/s1
InChI Key AHSAHDDQVBSJOO-TUJVHQDSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,21R,22S,23R)-9,10,21,22-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9678 96.78%
Caco-2 - 0.8480 84.80%
Blood Brain Barrier - 0.7161 71.61%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.9064 90.64%
OATP2B1 inhibitior - 0.7234 72.34%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior + 0.9708 97.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6819 68.19%
P-glycoprotein inhibitior + 0.5900 59.00%
P-glycoprotein substrate + 0.7238 72.38%
CYP3A4 substrate + 0.7260 72.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition - 0.8501 85.01%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.9468 94.68%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.9195 91.95%
CYP2C8 inhibition + 0.6295 62.95%
CYP inhibitory promiscuity - 0.9759 97.59%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4485 44.85%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9459 94.59%
Skin irritation + 0.5825 58.25%
Skin corrosion - 0.9187 91.87%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6989 69.89%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5574 55.74%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6754 67.54%
Acute Oral Toxicity (c) I 0.7774 77.74%
Estrogen receptor binding + 0.7865 78.65%
Androgen receptor binding + 0.7892 78.92%
Thyroid receptor binding - 0.5351 53.51%
Glucocorticoid receptor binding + 0.6914 69.14%
Aromatase binding + 0.7005 70.05%
PPAR gamma + 0.5267 52.67%
Honey bee toxicity - 0.6575 65.75%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9857 98.57%

Targets

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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
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.42% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.26% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.19% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.80% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.24% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.96% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.59% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.09% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.07% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.67% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.84% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 86.29% 94.75%
CHEMBL2581 P07339 Cathepsin D 85.74% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 85.49% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.04% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.48% 96.43%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.39% 86.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.25% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.99% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.54% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.13% 89.05%

Plants that contains it

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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.
Gomphocarpus sinaicus

Cross-Links

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PubChem 162860195
LOTUS LTS0115523
wikiData Q104912422