Riccardiphenol B

Details

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Internal ID 4e17b7d7-2546-474d-b06e-0ac98f131607
Taxonomy Benzenoids > Phenols > Benzenediols > Hydroquinones
IUPAC Name 2-[[(6R)-2,6-dimethyl-6-[(1E)-4-methylpenta-1,3-dienyl]cyclohexen-1-yl]methyl]benzene-1,4-diol
SMILES (Canonical) CC1=C(C(CCC1)(C)C=CC=C(C)C)CC2=C(C=CC(=C2)O)O
SMILES (Isomeric) CC1=C([C@@](CCC1)(C)/C=C/C=C(C)C)CC2=C(C=CC(=C2)O)O
InChI InChI=1S/C21H28O2/c1-15(2)7-5-11-21(4)12-6-8-16(3)19(21)14-17-13-18(22)9-10-20(17)23/h5,7,9-11,13,22-23H,6,8,12,14H2,1-4H3/b11-5+/t21-/m0/s1
InChI Key QKLQKCMQTKRVJC-JVNGFTGRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O2
Molecular Weight 312.40 g/mol
Exact Mass 312.208930132 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.67
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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2-[[(6R)-2,6-dimethyl-6-[(1E)-4-methylpenta-1,3-dienyl]cyclohexen-1-yl]methyl]benzene-1,4-diol

2D Structure

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2D Structure of Riccardiphenol B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 + 0.7324 73.24%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8294 82.94%
OATP2B1 inhibitior - 0.8447 84.47%
OATP1B1 inhibitior + 0.7764 77.64%
OATP1B3 inhibitior + 0.8588 85.88%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8352 83.52%
P-glycoprotein inhibitior - 0.7062 70.62%
P-glycoprotein substrate - 0.7965 79.65%
CYP3A4 substrate + 0.5572 55.72%
CYP2C9 substrate + 0.5905 59.05%
CYP2D6 substrate - 0.7077 70.77%
CYP3A4 inhibition + 0.5342 53.42%
CYP2C9 inhibition + 0.5889 58.89%
CYP2C19 inhibition + 0.7961 79.61%
CYP2D6 inhibition - 0.8127 81.27%
CYP1A2 inhibition + 0.5788 57.88%
CYP2C8 inhibition + 0.5282 52.82%
CYP inhibitory promiscuity + 0.8371 83.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7339 73.39%
Carcinogenicity (trinary) Non-required 0.6792 67.92%
Eye corrosion - 0.9787 97.87%
Eye irritation - 0.5386 53.86%
Skin irritation - 0.7532 75.32%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.7148 71.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7669 76.69%
Micronuclear - 0.9400 94.00%
Hepatotoxicity + 0.5649 56.49%
skin sensitisation + 0.5918 59.18%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6206 62.06%
Acute Oral Toxicity (c) III 0.6225 62.25%
Estrogen receptor binding + 0.7519 75.19%
Androgen receptor binding + 0.7152 71.52%
Thyroid receptor binding + 0.7991 79.91%
Glucocorticoid receptor binding + 0.7223 72.23%
Aromatase binding + 0.8021 80.21%
PPAR gamma + 0.8975 89.75%
Honey bee toxicity - 0.8358 83.58%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
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 99.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.36% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.24% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.54% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.33% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.05% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.14% 99.15%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.85% 93.10%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.13% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 83.74% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.20% 91.71%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 82.10% 91.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.51% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 81.05% 98.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.52% 89.00%

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.
Riccardia crassa

Cross-Links

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PubChem 10733916
LOTUS LTS0251427
wikiData Q105223192