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(1S,2S,5S,7S,8R,11R,12S,15R,16R)-12-hydroxy-16-methyl-15-(6-oxopyran-3-yl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-oxapentacyclo[9.7.0.02,8.05,7.012,16]octadecane-2-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 f6f2de0d-58a9-480d-8836-a337a67626f7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (1S,2S,5S,7S,8R,11R,12S,15R,16R)-12-hydroxy-16-methyl-15-(6-oxopyran-3-yl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-oxapentacyclo[9.7.0.02,8.05,7.012,16]octadecane-2-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H40O11/c1-27-8-4-17-18(29(27,37)10-5-16(27)15-2-3-21(33)38-13-15)6-11-30(25-19(39-25)7-9-28(17,30)14-32)41-26-24(36)23(35)22(34)20(12-31)40-26/h2-3,13-14,16-20,22-26,31,34-37H,4-12H2,1H3/t16-,17+,18-,19+,20-,22-,23+,24-,25+,26+,27-,28+,29+,30+/m1/s1
InChI Key JVNHJQQCJWSWPX-VKECSIRSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O11
Molecular Weight 576.60 g/mol
Exact Mass 576.25706209 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,7S,8R,11R,12S,15R,16R)-12-hydroxy-16-methyl-15-(6-oxopyran-3-yl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-oxapentacyclo[9.7.0.02,8.05,7.012,16]octadecane-2-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7820 78.20%
Caco-2 - 0.8862 88.62%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7281 72.81%
OATP2B1 inhibitior - 0.7241 72.41%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.7025 70.25%
P-glycoprotein inhibitior - 0.4334 43.34%
P-glycoprotein substrate - 0.6568 65.68%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition - 0.6347 63.47%
CYP2C9 inhibition - 0.8330 83.30%
CYP2C19 inhibition - 0.8159 81.59%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8636 86.36%
CYP2C8 inhibition + 0.5836 58.36%
CYP inhibitory promiscuity - 0.9500 95.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6456 64.56%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9428 94.28%
Skin irritation - 0.7117 71.17%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8750 87.50%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6999 69.99%
skin sensitisation - 0.9001 90.01%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7248 72.48%
Acute Oral Toxicity (c) I 0.4124 41.24%
Estrogen receptor binding + 0.8678 86.78%
Androgen receptor binding + 0.7432 74.32%
Thyroid receptor binding - 0.5560 55.60%
Glucocorticoid receptor binding + 0.5952 59.52%
Aromatase binding + 0.6924 69.24%
PPAR gamma + 0.6580 65.80%
Honey bee toxicity - 0.7226 72.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9675 96.75%

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 97.46% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.03% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.60% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.49% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.41% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.79% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.96% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.48% 91.71%
CHEMBL4208 P20618 Proteasome component C5 88.96% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.39% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.52% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.17% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.34% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.29% 89.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.80% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.72% 97.28%
CHEMBL1937 Q92769 Histone deacetylase 2 82.97% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.42% 93.04%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.03% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.83% 95.83%
CHEMBL3524 P56524 Histone deacetylase 4 80.56% 92.97%

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.
There are no matching plants.

Cross-Links

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PubChem 162960080
LOTUS LTS0273051
wikiData Q105135858