Riccardiphenol A

Details

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Internal ID 54f64fec-bd89-4d2d-b3eb-543de0c8cb5b
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name (1'R,2R,3'S)-1',3'-dimethyl-1'-[(1E)-4-methylpenta-1,3-dienyl]spiro[3H-1-benzofuran-2,2'-cyclohexane]-5-ol
SMILES (Canonical) CC1CCCC(C12CC3=C(O2)C=CC(=C3)O)(C)C=CC=C(C)C
SMILES (Isomeric) C[C@H]1CCC[C@]([C@@]12CC3=C(O2)C=CC(=C3)O)(C)/C=C/C=C(C)C
InChI InChI=1S/C21H28O2/c1-15(2)7-5-11-20(4)12-6-8-16(3)21(20)14-17-13-18(22)9-10-19(17)23-21/h5,7,9-11,13,16,22H,6,8,12,14H2,1-4H3/b11-5+/t16-,20-,21+/m0/s1
InChI Key GYYIQXDKUXUMCC-JMNLPZGFSA-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) 29.50 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.41
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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(1'R,2R,3'S)-1',3'-Dimethyl-1'-[(1E)-4-methylpenta-1,3-dienyl]spiro[3H-1-benzofuran-2,2'-cyclohexane]-5-ol

2D Structure

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2D Structure of Riccardiphenol A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8371 83.71%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6290 62.90%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.7841 78.41%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.6493 64.93%
P-glycoprotein inhibitior - 0.7453 74.53%
P-glycoprotein substrate - 0.6992 69.92%
CYP3A4 substrate + 0.6564 65.64%
CYP2C9 substrate - 0.8111 81.11%
CYP2D6 substrate + 0.3573 35.73%
CYP3A4 inhibition - 0.6235 62.35%
CYP2C9 inhibition - 0.7029 70.29%
CYP2C19 inhibition + 0.7703 77.03%
CYP2D6 inhibition - 0.8564 85.64%
CYP1A2 inhibition + 0.7198 71.98%
CYP2C8 inhibition + 0.6642 66.42%
CYP inhibitory promiscuity + 0.6677 66.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.5250 52.50%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.6640 66.40%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7647 76.47%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5783 57.83%
skin sensitisation - 0.6556 65.56%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6170 61.70%
Acute Oral Toxicity (c) III 0.7536 75.36%
Estrogen receptor binding + 0.8312 83.12%
Androgen receptor binding + 0.6482 64.82%
Thyroid receptor binding + 0.7231 72.31%
Glucocorticoid receptor binding - 0.5383 53.83%
Aromatase binding + 0.6768 67.68%
PPAR gamma + 0.8073 80.73%
Honey bee toxicity - 0.8717 87.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7600 76.00%
Fish aquatic toxicity + 0.9925 99.25%

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 99.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.34% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.02% 96.09%
CHEMBL242 Q92731 Estrogen receptor beta 92.21% 98.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.73% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.52% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.44% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.08% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.91% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.90% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.31% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.03% 89.05%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.32% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.17% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.13% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 80.58% 94.73%

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 10859932
LOTUS LTS0164554
wikiData Q105024243