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andirobicin B glucoside

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 67b3525a-75dc-4591-8282-c8037104b854
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (8S,9R,13R,16R,17R)-17-acetyl-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H40O10/c1-12-14-6-7-19-27(3)9-16(32)21(13(2)31)28(27,4)10-20(33)29(19,5)15(14)8-17(22(12)34)38-26-25(37)24(36)23(35)18(11-30)39-26/h8,16,18-19,21,23-26,30,32,34-37H,6-7,9-11H2,1-5H3/t16-,18-,19+,21+,23-,24+,25-,26-,27?,28-,29+/m1/s1
InChI Key FKNMUGKCXFULAT-XBFFBVMRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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151703-10-5
(8S,9R,13R,16R,17R)-17-acetyl-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-11-one
DTXSID80934334
22,23,24,25,26,27,29-Heptanor-1,2,3,4,5,10-dehydro-2-O-glucopyranosyl-3,16-dihydroxycucurbita-11,20-dione
1,16-Dihydroxy-9,14-dimethyl-11,20-dioxo-4,9-cyclo-9,10-secopregna-1,3,5(10)-trien-2-yl hexopyranoside
19-Norpregna-1,3,5(10)-triene-11,20-dione, 2-(beta-D-glucopyranosyloxy)-3,16-dihydroxy-4,9,14-trimethyl-, (9beta,16alpha)-

2D Structure

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2D Structure of andirobicin B glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7939 79.39%
Caco-2 - 0.8120 81.20%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7435 74.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.8827 88.27%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7292 72.92%
BSEP inhibitior - 0.6825 68.25%
P-glycoprotein inhibitior - 0.4309 43.09%
P-glycoprotein substrate - 0.6170 61.70%
CYP3A4 substrate + 0.7032 70.32%
CYP2C9 substrate - 0.5947 59.47%
CYP2D6 substrate - 0.8300 83.00%
CYP3A4 inhibition - 0.7876 78.76%
CYP2C9 inhibition - 0.8976 89.76%
CYP2C19 inhibition - 0.8920 89.20%
CYP2D6 inhibition - 0.9579 95.79%
CYP1A2 inhibition - 0.6035 60.35%
CYP2C8 inhibition + 0.6001 60.01%
CYP inhibitory promiscuity - 0.9509 95.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7385 73.85%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9228 92.28%
Skin irritation - 0.6837 68.37%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3893 38.93%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6491 64.91%
skin sensitisation - 0.9401 94.01%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6074 60.74%
Acute Oral Toxicity (c) I 0.3643 36.43%
Estrogen receptor binding + 0.7639 76.39%
Androgen receptor binding + 0.7103 71.03%
Thyroid receptor binding - 0.5191 51.91%
Glucocorticoid receptor binding + 0.7484 74.84%
Aromatase binding + 0.7147 71.47%
PPAR gamma + 0.5691 56.91%
Honey bee toxicity - 0.8100 81.00%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9746 97.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.67% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 96.37% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.10% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.40% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.23% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.52% 94.00%
CHEMBL2581 P07339 Cathepsin D 91.34% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.82% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.39% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.28% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.13% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.53% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.67% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.48% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 87.36% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.30% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.79% 90.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.96% 83.57%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.99% 99.17%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.30% 96.39%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.25% 96.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.99% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.87% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.77% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.56% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.06% 95.50%

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.
Fevillea trilobata

Cross-Links

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PubChem 192552
LOTUS LTS0098345
wikiData Q82910208