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6-[(E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-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 b45106e1-ffd3-48f7-b099-9d5ab056aedc
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
IUPAC Name 6-[(E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H42O6/c1-20(8-15-25-21(2)9-16-28-34(3,4)17-6-18-35(25,28)5)7-14-24-26(37)19-27-29(30(24)38)31(39)32(40)33(41-27)22-10-12-23(36)13-11-22/h7,10-13,19,25,28,36-38,40H,2,6,8-9,14-18H2,1,3-5H3/b20-7+/t25-,28-,35+/m0/s1
InChI Key VLQNALFJVBGYOK-ACVGDBMHSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C35H42O6
Molecular Weight 558.70 g/mol
Exact Mass 558.29813906 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 9.50
Atomic LogP (AlogP) 8.35
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-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 + 0.9839 98.39%
Caco-2 - 0.8627 86.27%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6843 68.43%
OATP2B1 inhibitior + 0.5740 57.40%
OATP1B1 inhibitior + 0.8175 81.75%
OATP1B3 inhibitior + 0.8377 83.77%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9506 95.06%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.5100 51.00%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate + 0.6206 62.06%
CYP2D6 substrate - 0.8358 83.58%
CYP3A4 inhibition - 0.6159 61.59%
CYP2C9 inhibition + 0.5603 56.03%
CYP2C19 inhibition + 0.5564 55.64%
CYP2D6 inhibition - 0.8773 87.73%
CYP1A2 inhibition + 0.6334 63.34%
CYP2C8 inhibition + 0.9131 91.31%
CYP inhibitory promiscuity + 0.5800 58.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7522 75.22%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7305 73.05%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8151 81.51%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.7687 76.87%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9355 93.55%
Acute Oral Toxicity (c) III 0.5112 51.12%
Estrogen receptor binding + 0.8540 85.40%
Androgen receptor binding + 0.8182 81.82%
Thyroid receptor binding + 0.5624 56.24%
Glucocorticoid receptor binding + 0.7521 75.21%
Aromatase binding + 0.7502 75.02%
PPAR gamma + 0.7522 75.22%
Honey bee toxicity - 0.7450 74.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
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 99.78% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.27% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.61% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.26% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.61% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.01% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL233 P35372 Mu opioid receptor 90.66% 97.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.97% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.95% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.68% 94.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 88.42% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.26% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.59% 94.75%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.34% 95.78%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.96% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 86.66% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.23% 95.64%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 84.99% 90.48%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.98% 95.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.03% 91.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.35% 95.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.27% 95.50%

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.
Macaranga denticulata

Cross-Links

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PubChem 21673119
LOTUS LTS0152125
wikiData Q105288590