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(1R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione

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 bc183505-1297-424e-bb4d-68fdb8876ac3
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H72O11/c1-11-33-16-14-12-13-15-27(4)41(50)43(10,52)42(51)32(9)40(49)31(8)39(48)30(7)38(47)26(3)17-20-37(46)53-36-24-44(54-34(19-18-33)29(36)6)22-21-25(2)35(55-44)23-28(5)45/h12-14,16-17,20,25-36,38,40-41,45,47,49-50,52H,11,15,18-19,21-24H2,1-10H3/b13-12+,16-14+,20-17+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41-,43+,44-/m1/s1
InChI Key LVWVMRBMGDJZLM-WXPRFNGZSA-N
Popularity 94 references in papers

Physical and Chemical Properties

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Molecular Formula C44H72O11
Molecular Weight 777.00 g/mol
Exact Mass 776.50746311 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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RUTAMYCIN
1404-59-7
(1R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
Rutamycin (USAN/INN)
SCHEMBL379816
D05778
J-007393
Q27107579

2D Structure

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2D Structure of (1R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,27S,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8151 81.51%
Caco-2 - 0.8662 86.62%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7591 75.91%
OATP2B1 inhibitior - 0.8664 86.64%
OATP1B1 inhibitior - 0.4736 47.36%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9637 96.37%
P-glycoprotein inhibitior + 0.7709 77.09%
P-glycoprotein substrate + 0.6966 69.66%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8973 89.73%
CYP3A4 inhibition - 0.5279 52.79%
CYP2C9 inhibition - 0.9505 95.05%
CYP2C19 inhibition - 0.8849 88.49%
CYP2D6 inhibition - 0.9660 96.60%
CYP1A2 inhibition - 0.9275 92.75%
CYP2C8 inhibition + 0.6567 65.67%
CYP inhibitory promiscuity - 0.9906 99.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6528 65.28%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9157 91.57%
Skin irritation + 0.5181 51.81%
Skin corrosion - 0.9100 91.00%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7204 72.04%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6292 62.92%
skin sensitisation - 0.8800 88.00%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7702 77.02%
Acute Oral Toxicity (c) III 0.3631 36.31%
Estrogen receptor binding + 0.7844 78.44%
Androgen receptor binding + 0.7163 71.63%
Thyroid receptor binding + 0.5366 53.66%
Glucocorticoid receptor binding + 0.7453 74.53%
Aromatase binding + 0.5424 54.24%
PPAR gamma + 0.7709 77.09%
Honey bee toxicity - 0.6369 63.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5232 52.32%
Fish aquatic toxicity + 0.9771 97.71%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.87% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.88% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.75% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.09% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.71% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.66% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.22% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.81% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.74% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.89% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.81% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.58% 96.61%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.92% 87.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.68% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.40% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.37% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.90% 90.08%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.03% 92.78%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.49% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.16% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.41% 94.80%

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 5281902
LOTUS LTS0154789
wikiData Q27107579