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Derrisin

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 10ceae10-2c76-4217-a54d-59fd52316d40
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
IUPAC Name (1S,5S,6R,14S)-5,6-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),10,15,17,19-hexaen-13-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H24O8/c1-23(2)22(26)20(25)18-12(31-23)6-5-10-19(24)17-11-7-14(27-3)15(28-4)8-13(11)29-9-16(17)30-21(10)18/h5-8,16-17,20,22,25-26H,9H2,1-4H3/t16-,17+,20+,22-/m1/s1
InChI Key KANDATZVPJBSEB-HBCLNWRISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H24O8
Molecular Weight 428.40 g/mol
Exact Mass 428.14711772 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(1S,5S,6R,14S)-5,6-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo(12.8.0.03,12.04,9.015,20)docosa-3(12),4(9),10,15,17,19-hexaen-13-one
(1S,5S,6R,14S)-5,6-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),10,15,17,19-hexaen-13-one
RefChem:132089
207591-73-9
CHEMBL464885

2D Structure

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2D Structure of Derrisin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9308 93.08%
Caco-2 + 0.5400 54.00%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8191 81.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8631 86.31%
OATP1B3 inhibitior + 0.9574 95.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7572 75.72%
P-glycoprotein inhibitior + 0.7008 70.08%
P-glycoprotein substrate - 0.5193 51.93%
CYP3A4 substrate + 0.6574 65.74%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.7467 74.67%
CYP2C9 inhibition - 0.9210 92.10%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.7072 70.72%
CYP1A2 inhibition + 0.7641 76.41%
CYP2C8 inhibition + 0.5650 56.50%
CYP inhibitory promiscuity - 0.8337 83.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6125 61.25%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8177 81.77%
Skin irritation - 0.8269 82.69%
Skin corrosion - 0.9570 95.70%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7726 77.26%
Micronuclear + 0.6259 62.59%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8357 83.57%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5440 54.40%
Acute Oral Toxicity (c) III 0.7693 76.93%
Estrogen receptor binding + 0.8549 85.49%
Androgen receptor binding + 0.6740 67.40%
Thyroid receptor binding + 0.7656 76.56%
Glucocorticoid receptor binding + 0.8071 80.71%
Aromatase binding - 0.5359 53.59%
PPAR gamma + 0.8079 80.79%
Honey bee toxicity + 0.6131 61.31%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7051 70.51%
Fish aquatic toxicity + 0.8003 80.03%

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 96.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.01% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.70% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.51% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.34% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.08% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.43% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.28% 92.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.93% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.67% 95.89%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.51% 82.67%
CHEMBL4208 P20618 Proteasome component C5 84.50% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.67% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.39% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.38% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.63% 91.19%
CHEMBL2535 P11166 Glucose transporter 80.96% 98.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.23% 92.88%

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 10274158
NPASS NPC103307
LOTUS LTS0072643
wikiData Q105137923