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[(3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-14-formyl-10,20,22-trihydroxy-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)-en-9-yl] acetate

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 66f1aa99-a1d0-4102-b8ac-68c9377ada87
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)-14-formyl-10,20,22-trihydroxy-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)-en-9-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H40O11/c1-15-8-24(40-16(2)33)31(37)27(39-15)41-22-10-18-4-5-20-19(29(18,14-32)12-23(22)42-31)6-7-28(3)26(17-9-25(35)38-13-17)21(34)11-30(20,28)36/h4,9,14-15,19-24,26-27,34,36-37H,5-8,10-13H2,1-3H3/t15-,19+,20-,21-,22-,23-,24+,26+,27+,28-,29-,30+,31+/m1/s1
InChI Key XBXHDQRWHXSYNH-MQXAYUHBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O11
Molecular Weight 588.60 g/mol
Exact Mass 588.25706209 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.46
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 3

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,20R,22S,23R)-14-formyl-10,20,22-trihydroxy-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)-en-9-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9650 96.50%
Caco-2 - 0.8433 84.33%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8683 86.83%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.9604 96.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8114 81.14%
BSEP inhibitior + 0.8828 88.28%
P-glycoprotein inhibitior + 0.7237 72.37%
P-glycoprotein substrate + 0.7443 74.43%
CYP3A4 substrate + 0.7464 74.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8990 89.90%
CYP3A4 inhibition - 0.8507 85.07%
CYP2C9 inhibition - 0.9114 91.14%
CYP2C19 inhibition - 0.9608 96.08%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9367 93.67%
CYP2C8 inhibition + 0.7189 71.89%
CYP inhibitory promiscuity - 0.9192 91.92%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4612 46.12%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9310 93.10%
Skin irritation + 0.5660 56.60%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3794 37.94%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5408 54.08%
skin sensitisation - 0.9216 92.16%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6484 64.84%
Acute Oral Toxicity (c) I 0.8012 80.12%
Estrogen receptor binding + 0.8140 81.40%
Androgen receptor binding + 0.7807 78.07%
Thyroid receptor binding - 0.5419 54.19%
Glucocorticoid receptor binding + 0.7252 72.52%
Aromatase binding + 0.7241 72.41%
PPAR gamma + 0.5841 58.41%
Honey bee toxicity - 0.6169 61.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9823 98.23%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.95% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.00% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.83% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.76% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.45% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.96% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.75% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.37% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.84% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.82% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 88.28% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.04% 93.04%
CHEMBL2581 P07339 Cathepsin D 85.77% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.94% 82.69%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.52% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.03% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.62% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.78% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.70% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.00% 97.33%
CHEMBL5028 O14672 ADAM10 81.80% 97.50%
CHEMBL1871 P10275 Androgen Receptor 80.39% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.29% 94.00%

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.
Asclepias vestita

Cross-Links

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PubChem 163046225
LOTUS LTS0146459
wikiData Q105324775