(R)-resistoflavin

Details

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Internal ID 739932b8-e6c0-4bb3-850a-2c4cdb1a03b8
Taxonomy Benzenoids > Phenanthrenes and derivatives
IUPAC Name (17R)-2,12,14,17-tetrahydroxy-4,9,9-trimethylpentacyclo[13.3.1.05,18.08,17.011,16]nonadeca-1,3,5(18),7,11,13,15-heptaene-6,10,19-trione
SMILES (Canonical) CC1=CC(=C2C3=C1C(=O)C=C4C3(C5=C(C2=O)C(=CC(=C5C(=O)C4(C)C)O)O)O)O
SMILES (Isomeric) CC1=CC(=C2C3=C1C(=O)C=C4[C@@]3(C5=C(C2=O)C(=CC(=C5C(=O)C4(C)C)O)O)O)O
InChI InChI=1S/C22H16O7/c1-7-4-8(23)14-17-13(7)11(26)6-12-21(2,3)20(28)16-10(25)5-9(24)15(19(14)27)18(16)22(12,17)29/h4-6,23-25,29H,1-3H3/t22-/m1/s1
InChI Key FRXZTKQCZPGFDX-JOCHJYFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H16O7
Molecular Weight 392.40 g/mol
Exact Mass 392.08960285 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 0

Synonyms

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CHEMBL5182474

2D Structure

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2D Structure of (R)-resistoflavin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 + 0.5467 54.67%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8480 84.80%
OATP2B1 inhibitior - 0.5602 56.02%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior + 0.8816 88.16%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.7997 79.97%
P-glycoprotein inhibitior - 0.8272 82.72%
P-glycoprotein substrate - 0.8512 85.12%
CYP3A4 substrate + 0.5359 53.59%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8781 87.81%
CYP3A4 inhibition - 0.7710 77.10%
CYP2C9 inhibition + 0.8864 88.64%
CYP2C19 inhibition + 0.5586 55.86%
CYP2D6 inhibition - 0.7858 78.58%
CYP1A2 inhibition + 0.8207 82.07%
CYP2C8 inhibition - 0.5768 57.68%
CYP inhibitory promiscuity + 0.8009 80.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9265 92.65%
Carcinogenicity (trinary) Non-required 0.5673 56.73%
Eye corrosion - 0.9921 99.21%
Eye irritation + 0.7095 70.95%
Skin irritation - 0.6544 65.44%
Skin corrosion - 0.9233 92.33%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6216 62.16%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.5779 57.79%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7232 72.32%
Acute Oral Toxicity (c) III 0.6827 68.27%
Estrogen receptor binding + 0.8518 85.18%
Androgen receptor binding + 0.5385 53.85%
Thyroid receptor binding - 0.5621 56.21%
Glucocorticoid receptor binding + 0.7733 77.33%
Aromatase binding - 0.7135 71.35%
PPAR gamma + 0.7671 76.71%
Honey bee toxicity - 0.9471 94.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 95.75% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.27% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.77% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.03% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.52% 93.40%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.02% 93.03%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.63% 99.15%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.38% 91.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.68% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 82.01% 91.49%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.04% 96.67%
CHEMBL1913 P09619 Platelet-derived growth factor receptor beta 80.18% 95.70%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.03% 100.00%

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 92204353
LOTUS LTS0177327
wikiData Q75059643