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[(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-10,14,22-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]pentacosan-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 e936c540-7dc1-4235-81e6-a03f66c9faec
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name [(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-10,14,22-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]pentacosan-9-yl] acetate
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)O)CCC6(C5(CCC6C7=CC(=O)OC7)O)C)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)O)CC[C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)OC(=O)C
InChI InChI=1S/C30H42O10/c1-15-10-24(38-16(2)31)30(35)26(37-15)39-22-12-18-4-5-21-20(28(18,33)13-23(22)40-30)6-8-27(3)19(7-9-29(21,27)34)17-11-25(32)36-14-17/h11,15,18-24,26,33-35H,4-10,12-14H2,1-3H3/t15-,18+,19-,20+,21-,22-,23-,24+,26+,27-,28-,29+,30+/m1/s1
InChI Key NCLNYNGGTWLDPZ-WWUHGJKLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O10
Molecular Weight 562.60 g/mol
Exact Mass 562.27779753 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-10,14,22-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]pentacosan-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 + 0.9774 97.74%
Caco-2 - 0.8142 81.42%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8739 87.39%
OATP2B1 inhibitior - 0.7140 71.40%
OATP1B1 inhibitior + 0.8791 87.91%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.7734 77.34%
P-glycoprotein inhibitior + 0.6517 65.17%
P-glycoprotein substrate + 0.6820 68.20%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.8311 83.11%
CYP2C9 inhibition - 0.9065 90.65%
CYP2C19 inhibition - 0.9516 95.16%
CYP2D6 inhibition - 0.9544 95.44%
CYP1A2 inhibition - 0.9105 91.05%
CYP2C8 inhibition + 0.5379 53.79%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4706 47.06%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9353 93.53%
Skin irritation + 0.5726 57.26%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3623 36.23%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5033 50.33%
skin sensitisation - 0.9196 91.96%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6648 66.48%
Acute Oral Toxicity (c) I 0.9011 90.11%
Estrogen receptor binding + 0.7576 75.76%
Androgen receptor binding + 0.8057 80.57%
Thyroid receptor binding - 0.6241 62.41%
Glucocorticoid receptor binding + 0.6515 65.15%
Aromatase binding + 0.7309 73.09%
PPAR gamma + 0.5637 56.37%
Honey bee toxicity - 0.6561 65.61%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9839 98.39%

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 98.67% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.15% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.64% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.92% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.03% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.86% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.73% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.13% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.87% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.17% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.55% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.30% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.11% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.91% 96.77%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.37% 81.11%
CHEMBL4208 P20618 Proteasome component C5 86.34% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.22% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.90% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.83% 89.00%

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 curassavica

Cross-Links

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PubChem 162915148
LOTUS LTS0105101
wikiData Q105177260