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(3S)-3-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

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 21593c92-610e-4dd1-828e-4028e16cdeee
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 3-prenylated isoflavanones
IUPAC Name (3S)-3-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCCC(=CCC1=CC(=C(C=C1O)O)C2COC3=C(C2=O)C(=C(C(=C3)O)CC=C(C)C)O)C)C
SMILES (Isomeric) CC(=CCC/C(=C/CC1=CC(=C(C=C1O)O)[C@H]2COC3=C(C2=O)C(=C(C(=C3)O)CC=C(C)C)O)/C)C
InChI InChI=1S/C30H36O6/c1-17(2)7-6-8-19(5)10-11-20-13-22(25(32)14-24(20)31)23-16-36-27-15-26(33)21(12-9-18(3)4)29(34)28(27)30(23)35/h7,9-10,13-15,23,31-34H,6,8,11-12,16H2,1-5H3/b19-10+/t23-/m1/s1
InChI Key GQCCUSBZODHQHO-ALMVOQMYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O6
Molecular Weight 492.60 g/mol
Exact Mass 492.25118886 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 7.90
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-3-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9772 97.72%
Caco-2 - 0.7400 74.00%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8500 85.00%
OATP2B1 inhibitior - 0.7119 71.19%
OATP1B1 inhibitior + 0.8612 86.12%
OATP1B3 inhibitior + 0.9043 90.43%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7567 75.67%
BSEP inhibitior + 0.9402 94.02%
P-glycoprotein inhibitior + 0.7919 79.19%
P-glycoprotein substrate - 0.6411 64.11%
CYP3A4 substrate + 0.6061 60.61%
CYP2C9 substrate + 0.5973 59.73%
CYP2D6 substrate - 0.7963 79.63%
CYP3A4 inhibition + 0.5886 58.86%
CYP2C9 inhibition + 0.5626 56.26%
CYP2C19 inhibition + 0.7035 70.35%
CYP2D6 inhibition - 0.7160 71.60%
CYP1A2 inhibition + 0.9135 91.35%
CYP2C8 inhibition - 0.6623 66.23%
CYP inhibitory promiscuity + 0.7733 77.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7743 77.43%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8475 84.75%
Skin irritation - 0.7897 78.97%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4009 40.09%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8134 81.34%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8117 81.17%
Acute Oral Toxicity (c) III 0.4846 48.46%
Estrogen receptor binding + 0.9322 93.22%
Androgen receptor binding + 0.7811 78.11%
Thyroid receptor binding + 0.6137 61.37%
Glucocorticoid receptor binding + 0.7806 78.06%
Aromatase binding + 0.6519 65.19%
PPAR gamma + 0.7704 77.04%
Honey bee toxicity - 0.8423 84.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
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 99.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 91.63% 92.68%
CHEMBL3401 O75469 Pregnane X receptor 91.38% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.35% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.33% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.88% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.36% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.89% 89.34%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.01% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.70% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.69% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.15% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.40% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.85% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.36% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.99% 97.09%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 82.59% 92.08%
CHEMBL4208 P20618 Proteasome component C5 81.37% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.31% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 80.39% 91.49%

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.
Sophora chrysophylla

Cross-Links

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PubChem 163194946
LOTUS LTS0004905
wikiData Q105015300