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(1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.01,18.03,16.04,12.07,11.012,14.020,25]heptacosan-6-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

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Internal ID d05b74c1-4dd7-4179-b527-7bf538456a9a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.01,18.03,16.04,12.07,11.012,14.020,25]heptacosan-6-one
SMILES (Canonical) CC1CC2C3C(O1)OC4CC5C(C6C7(O6)C(C5(CC4(O2)O3)C)C(C(=O)C8(C7(CCC8C9=COC(=O)C=C9)O)C)O)O
SMILES (Isomeric) C[C@H]1C[C@H]2[C@H]3[C@@H](O1)O[C@@H]4C[C@@H]5[C@@H]([C@H]6[C@]7(O6)[C@@H]([C@]5(C[C@]4(O2)O3)C)[C@@H](C(=O)[C@]8([C@@]7(CC[C@@H]8C9=COC(=O)C=C9)O)C)O)O
InChI InChI=1S/C30H36O11/c1-12-8-16-21-25(37-12)38-17-9-15-19(32)24-30(41-24)22(26(15,2)11-28(17,39-16)40-21)20(33)23(34)27(3)14(6-7-29(27,30)35)13-4-5-18(31)36-10-13/h4-5,10,12,14-17,19-22,24-25,32-33,35H,6-9,11H2,1-3H3/t12-,14+,15+,16-,17+,19-,20-,21-,22+,24-,25-,26-,27-,28-,29+,30+/m0/s1
InChI Key PHWSURIBYJJROD-IXFNPYERSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O11
Molecular Weight 572.60 g/mol
Exact Mass 572.22576196 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.76
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4S,5S,7R,8R,11R,12R,14S,15S,16S,18R,20S,22S,24S,25S)-5,11,15-trihydroxy-3,7,22-trimethyl-8-(6-oxopyran-3-yl)-13,19,21,26,27-pentaoxaoctacyclo[22.2.1.01,18.03,16.04,12.07,11.012,14.020,25]heptacosan-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9633 96.33%
Caco-2 - 0.8512 85.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7468 74.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8187 81.87%
OATP1B3 inhibitior - 0.3580 35.80%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8358 83.58%
BSEP inhibitior - 0.4608 46.08%
P-glycoprotein inhibitior - 0.4359 43.59%
P-glycoprotein substrate + 0.6325 63.25%
CYP3A4 substrate + 0.7220 72.20%
CYP2C9 substrate - 0.7961 79.61%
CYP2D6 substrate - 0.8637 86.37%
CYP3A4 inhibition + 0.6503 65.03%
CYP2C9 inhibition - 0.8286 82.86%
CYP2C19 inhibition - 0.8293 82.93%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.7327 73.27%
CYP2C8 inhibition + 0.6459 64.59%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4809 48.09%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9344 93.44%
Skin irritation - 0.6373 63.73%
Skin corrosion - 0.8947 89.47%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5624 56.24%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8811 88.11%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4660 46.60%
Acute Oral Toxicity (c) I 0.4573 45.73%
Estrogen receptor binding + 0.7972 79.72%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding + 0.5690 56.90%
Glucocorticoid receptor binding + 0.6794 67.94%
Aromatase binding + 0.7308 73.08%
PPAR gamma + 0.6901 69.01%
Honey bee toxicity - 0.7099 70.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9873 98.73%

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 97.62% 96.09%
CHEMBL2039 P27338 Monoamine oxidase B 95.91% 92.51%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.89% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.54% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.79% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.73% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.21% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.13% 100.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 88.04% 94.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.86% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.11% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.15% 100.00%
CHEMBL4208 P20618 Proteasome component C5 84.06% 90.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.83% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.10% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.90% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.80% 94.45%
CHEMBL4530 P00488 Coagulation factor XIII 80.38% 96.00%

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.
Cotyledon orbiculata

Cross-Links

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PubChem 49785067
LOTUS LTS0088270
wikiData Q105209267