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Rifamycin O

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 f67de0ae-ef29-456f-b9f2-f0c4464965c1
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name [(7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E,21'Z)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-4,6',23',29'-tetraoxospiro[1,3-dioxolane-2,27'-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaene]-13'-yl] acetate
SMILES (Canonical) CC1C=CC=C(C(=O)NC2=CC3(C4=C(C2=O)C(=C(C5=C4C(=O)C(O5)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)OCC(=O)O3)C
SMILES (Isomeric) C[C@H]1/C=C/C=C(\C(=O)NC2=CC3(C4=C(C2=O)C(=C(C5=C4C(=O)[C@](O5)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)OCC(=O)O3)/C
InChI InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,30-,31+,34+,38-,39?/m0/s1
InChI Key RAFHKEAPVIWLJC-KQOHHTLASA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C39H47NO14
Molecular Weight 753.80 g/mol
Exact Mass 753.29965517 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.17
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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14487-05-9
Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, gamma-lactone
CHEBI:16324
DTXSID201023447
NSC-182391
RefChem:930767
DTXCID801766108
((7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E,21'Z)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-4,6',23',29'-tetraoxospiro(1,3-dioxolane-2,27'-8,30-dioxa-24-azatetracyclo(23.3.1.14,7.05,28)triaconta-1(28),2,4,9,19,21,25-heptaene)-13'-yl) acetate
238-493-1
Z67LEM9P1W
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Rifamycin O

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9492 94.92%
Caco-2 - 0.8513 85.13%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5765 57.65%
OATP2B1 inhibitior + 0.5863 58.63%
OATP1B1 inhibitior + 0.7678 76.78%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9878 98.78%
P-glycoprotein inhibitior + 0.6820 68.20%
P-glycoprotein substrate + 0.8059 80.59%
CYP3A4 substrate + 0.7104 71.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.7084 70.84%
CYP2C9 inhibition - 0.7325 73.25%
CYP2C19 inhibition - 0.8223 82.23%
CYP2D6 inhibition - 0.9167 91.67%
CYP1A2 inhibition - 0.7510 75.10%
CYP2C8 inhibition + 0.7633 76.33%
CYP inhibitory promiscuity - 0.5955 59.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.4467 44.67%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9116 91.16%
Skin irritation - 0.8026 80.26%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6849 68.49%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.8314 83.14%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6571 65.71%
Acute Oral Toxicity (c) III 0.6310 63.10%
Estrogen receptor binding + 0.8448 84.48%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding + 0.5619 56.19%
Glucocorticoid receptor binding + 0.8222 82.22%
Aromatase binding + 0.6729 67.29%
PPAR gamma + 0.7925 79.25%
Honey bee toxicity - 0.6945 69.45%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8054 80.54%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.01% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.93% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.40% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.71% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.69% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.34% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.91% 96.77%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.54% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 92.30% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.21% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.28% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.26% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.38% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.49% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.13% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 83.69% 95.92%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.78% 96.67%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.69% 96.39%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.91% 94.80%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.58% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.23% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 81.18% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.44% 97.21%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.21% 93.99%
CHEMBL5255 O00206 Toll-like receptor 4 80.08% 92.50%

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.
There are no matching plants.

Cross-Links

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PubChem 5280468
LOTUS LTS0004219
wikiData Q27101853