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Rhodirubin B

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 d9197c5c-4495-4445-999c-3c8bc46a7987
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[(2S,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical) CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)OC5CC(C(C(O5)C)OC6CCC(C(O6)C)OC7CCC(C(O7)C)O)N(C)C)O
SMILES (Isomeric) CC[C@]1(C[C@@H](C2=C(C3=C(C=C2[C@H]1C(=O)OC)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O[C@H]6CC[C@@H]([C@@H](O6)C)O[C@H]7CC[C@@H]([C@@H](O7)C)O)N(C)C)O
InChI InChI=1S/C42H55NO15/c1-8-42(51)17-28(32-21(36(42)41(50)52-7)15-22-33(38(32)48)39(49)35-26(46)10-9-25(45)34(35)37(22)47)57-31-16-23(43(5)6)40(20(4)55-31)58-30-14-12-27(19(3)54-30)56-29-13-11-24(44)18(2)53-29/h9-10,15,18-20,23-24,27-31,36,40,44-46,48,51H,8,11-14,16-17H2,1-7H3/t18-,19-,20-,23-,24-,27-,28-,29-,30-,31-,36-,40+,42+/m0/s1
InChI Key VGXIKBCXEHBHIQ-DBKSDKBWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H55NO15
Molecular Weight 813.90 g/mol
Exact Mass 813.35717005 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 16
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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64502-82-5
1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-4-((2,3,6-trideoxy-3-(dimethylamino)-4-O-((2S-(2-alpha,5-beta(2R*,5R*,6R*),6-beta))-tetrahydro-6-methyl-5-((tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)oxy)-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)oxy)-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-
DTXSID80983069
Methyl 2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-4-{[2,3,6-trideoxy-3-(dimethylamino)-4-O-{5-[(5-hydroxy-6-methyloxan-2-yl)oxy]-6-methyloxan-2-yl}hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

2D Structure

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2D Structure of Rhodirubin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8171 81.71%
Caco-2 - 0.8639 86.39%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4653 46.53%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8902 89.02%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior + 0.8035 80.35%
P-glycoprotein inhibitior + 0.7553 75.53%
P-glycoprotein substrate + 0.8363 83.63%
CYP3A4 substrate + 0.7286 72.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.7951 79.51%
CYP2C9 inhibition - 0.8452 84.52%
CYP2C19 inhibition - 0.8403 84.03%
CYP2D6 inhibition - 0.8495 84.95%
CYP1A2 inhibition - 0.6468 64.68%
CYP2C8 inhibition + 0.5456 54.56%
CYP inhibitory promiscuity - 0.8825 88.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5902 59.02%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.8004 80.04%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis + 0.8846 88.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4378 43.78%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.8956 89.56%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7291 72.91%
Acute Oral Toxicity (c) II 0.6854 68.54%
Estrogen receptor binding + 0.8711 87.11%
Androgen receptor binding + 0.8277 82.77%
Thyroid receptor binding + 0.5131 51.31%
Glucocorticoid receptor binding + 0.8328 83.28%
Aromatase binding + 0.7966 79.66%
PPAR gamma + 0.8049 80.49%
Honey bee toxicity - 0.7167 71.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8878 88.78%

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 99.87% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.97% 96.38%
CHEMBL2581 P07339 Cathepsin D 98.04% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.38% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.77% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.67% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.32% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.43% 95.89%
CHEMBL4208 P20618 Proteasome component C5 91.51% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.47% 95.93%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 88.36% 85.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.30% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.82% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.61% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.66% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.32% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.03% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.56% 96.77%
CHEMBL2664 P23526 Adenosylhomocysteinase 84.37% 86.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.35% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.22% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.10% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.91% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.91% 96.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 83.31% 96.37%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.97% 95.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.31% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.87% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.88% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.58% 94.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.46% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.19% 92.94%

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 3036665
LOTUS LTS0150154
wikiData Q76149911