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[(1S,2S,5S,6R,7R,9S,10S,18R)-5,9-diacetyloxy-18-hydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-6-yl]methyl propanoate

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 c9792084-3f42-4b89-9ebf-9c3708e3d20e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name [(1S,2S,5S,6R,7R,9S,10S,18R)-5,9-diacetyloxy-18-hydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-6-yl]methyl propanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H39NO10/c1-7-25(36)39-16-31(5)22-14-24(41-18(3)35)32(6)28(30(22,4)11-10-23(31)40-17(2)34)27(37)26-21(43-32)13-20(42-29(26)38)19-9-8-12-33-15-19/h8-9,12-13,15,22-24,27-28,37H,7,10-11,14,16H2,1-6H3/t22-,23+,24+,27+,28-,30+,31+,32-/m1/s1
InChI Key HQJYCJFUVSNJFK-NIGCWPKYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H39NO10
Molecular Weight 597.70 g/mol
Exact Mass 597.25739644 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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BDBM50433219

2D Structure

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2D Structure of [(1S,2S,5S,6R,7R,9S,10S,18R)-5,9-diacetyloxy-18-hydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-6-yl]methyl propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9207 92.07%
Caco-2 - 0.8037 80.37%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8368 83.68%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.8599 85.99%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8318 83.18%
P-glycoprotein substrate + 0.5828 58.28%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 0.7943 79.43%
CYP2D6 substrate - 0.8451 84.51%
CYP3A4 inhibition - 0.5592 55.92%
CYP2C9 inhibition - 0.7944 79.44%
CYP2C19 inhibition - 0.7170 71.70%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.5937 59.37%
CYP2C8 inhibition + 0.8759 87.59%
CYP inhibitory promiscuity + 0.5075 50.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6432 64.32%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9168 91.68%
Skin irritation - 0.8511 85.11%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8461 84.61%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5327 53.27%
skin sensitisation - 0.9136 91.36%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9242 92.42%
Acute Oral Toxicity (c) III 0.4873 48.73%
Estrogen receptor binding + 0.8548 85.48%
Androgen receptor binding + 0.7068 70.68%
Thyroid receptor binding + 0.6047 60.47%
Glucocorticoid receptor binding + 0.7824 78.24%
Aromatase binding + 0.7317 73.17%
PPAR gamma + 0.7719 77.19%
Honey bee toxicity - 0.7126 71.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9821 98.21%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4465 O75908 Acyl coenzyme A:cholesterol acyltransferase 2 772 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 98.11% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.84% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.33% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.88% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.97% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.68% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.54% 96.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 93.50% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.29% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.10% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.17% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.70% 95.89%
CHEMBL5028 O14672 ADAM10 86.19% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.38% 92.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.89% 81.11%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.58% 97.28%
CHEMBL2996 Q05655 Protein kinase C delta 82.96% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.40% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.96% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.75% 88.84%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 73348800
LOTUS LTS0268255
wikiData Q105032276