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Dihydro-FK-506

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 ce2bbde8-7940-4957-957e-01ba55eb9795
Taxonomy Phenylpropanoids and polyketides > Macrolide lactams
IUPAC Name (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-propyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
SMILES (Canonical) CCCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC)C)C
SMILES (Isomeric) CCC[C@@H]1/C=C(/C[C@@H](C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC)C)\C
InChI InChI=1S/C44H71NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h19,21,26,28-34,36-40,46-47,52H,10-18,20,22-24H2,1-9H3/b25-19+,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1
InChI Key RQYGKZGKXDOUEO-LFZNUXCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H71NO12
Molecular Weight 806.00 g/mol
Exact Mass 805.49762670 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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Tsukubamycin B
Dihydro-fk-506, (-)-
UNII-0SDH06DWVW
0SDH06DWVW
104987-30-6
Dihydro FK-506
(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-propyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
CHEMBL347139
Q27237196
TACROLIMUS MONOHYDRATE IMPURITY E [EP IMPURITY]

2D Structure

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2D Structure of Dihydro-FK-506

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6890 68.90%
Caco-2 - 0.8505 85.05%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.5747 57.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8246 82.46%
OATP1B3 inhibitior + 0.9248 92.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9293 92.93%
P-glycoprotein inhibitior + 0.7827 78.27%
P-glycoprotein substrate + 0.9090 90.90%
CYP3A4 substrate + 0.7681 76.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.9058 90.58%
CYP2C9 inhibition - 0.9184 91.84%
CYP2C19 inhibition - 0.9050 90.50%
CYP2D6 inhibition - 0.9336 93.36%
CYP1A2 inhibition - 0.8921 89.21%
CYP2C8 inhibition + 0.6357 63.57%
CYP inhibitory promiscuity - 0.9694 96.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4849 48.49%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9141 91.41%
Skin irritation - 0.7522 75.22%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3948 39.48%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.7959 79.59%
skin sensitisation - 0.8711 87.11%
Respiratory toxicity + 0.9556 95.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity + 0.5934 59.34%
Acute Oral Toxicity (c) III 0.6459 64.59%
Estrogen receptor binding + 0.8564 85.64%
Androgen receptor binding + 0.8516 85.16%
Thyroid receptor binding + 0.5258 52.58%
Glucocorticoid receptor binding + 0.7551 75.51%
Aromatase binding + 0.6368 63.68%
PPAR gamma + 0.7613 76.13%
Honey bee toxicity - 0.6670 66.70%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.7827 78.27%

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
CHEMBL1902 P62942 FK506-binding protein 1A 99.87% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.25% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.87% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.44% 97.25%
CHEMBL2052031 Q13451 Peptidyl-prolyl cis-trans isomerase FKBP5 92.37% 88.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.20% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.63% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.88% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.08% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.54% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.24% 99.23%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.40% 82.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.74% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.61% 96.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.97% 93.00%
CHEMBL1871 P10275 Androgen Receptor 85.47% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.96% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.95% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.25% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.07% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.01% 90.08%
CHEMBL4072 P07858 Cathepsin B 82.74% 93.67%
CHEMBL1951 P21397 Monoamine oxidase A 82.57% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.27% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.20% 95.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.41% 93.65%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.15% 91.03%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.67% 91.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.65% 96.90%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.54% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 80.50% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.27% 97.21%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.18% 98.99%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.02% 98.33%

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.
Carthamus tinctorius

Cross-Links

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PubChem 13819087
LOTUS LTS0094739
wikiData Q105386900