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(1R,4aS,9aR)-3-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-6,8,9a-trihydroxy-1-(3,4,5-trihydroxyphenyl)-4,4a-dihydro-1H-fluoren-9-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 a60eef74-c98d-4faf-9cb6-c6f509323a73
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (1R,4aS,9aR)-3-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-6,8,9a-trihydroxy-1-(3,4,5-trihydroxyphenyl)-4,4a-dihydro-1H-fluoren-9-one
SMILES (Canonical) C1C2C3=C(C(=CC(=C3)O)O)C(=O)C2(C(C=C1C=CC4=CC(=CC(=C4)O)O)C5=CC(=C(C(=C5)O)O)O)O
SMILES (Isomeric) C1[C@H]2C3=C(C(=CC(=C3)O)O)C(=O)[C@@]2([C@H](C=C1/C=C/C4=CC(=CC(=C4)O)O)C5=CC(=C(C(=C5)O)O)O)O
InChI InChI=1S/C27H22O9/c28-15-3-12(4-16(29)9-15)1-2-13-5-19(14-7-22(32)25(34)23(33)8-14)27(36)20(6-13)18-10-17(30)11-21(31)24(18)26(27)35/h1-5,7-11,19-20,28-34,36H,6H2/b2-1+/t19-,20+,27+/m1/s1
InChI Key TUMHIXYHDHGIOY-MGWJCWDMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H22O9
Molecular Weight 490.50 g/mol
Exact Mass 490.12638228 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 9
H-Bond Donor 8
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4aS,9aR)-3-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-6,8,9a-trihydroxy-1-(3,4,5-trihydroxyphenyl)-4,4a-dihydro-1H-fluoren-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.9053 90.53%
Blood Brain Barrier - 0.6629 66.29%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6913 69.13%
OATP2B1 inhibitior - 0.5613 56.13%
OATP1B1 inhibitior + 0.8468 84.68%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9588 95.88%
BSEP inhibitior + 0.8826 88.26%
P-glycoprotein inhibitior - 0.5717 57.17%
P-glycoprotein substrate - 0.7851 78.51%
CYP3A4 substrate + 0.5905 59.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8211 82.11%
CYP3A4 inhibition - 0.6608 66.08%
CYP2C9 inhibition + 0.6317 63.17%
CYP2C19 inhibition - 0.6150 61.50%
CYP2D6 inhibition - 0.8964 89.64%
CYP1A2 inhibition + 0.6779 67.79%
CYP2C8 inhibition + 0.5896 58.96%
CYP inhibitory promiscuity + 0.6616 66.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4560 45.60%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.6637 66.37%
Skin irritation - 0.5655 56.55%
Skin corrosion - 0.9198 91.98%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7609 76.09%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5880 58.80%
skin sensitisation + 0.4753 47.53%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6203 62.03%
Acute Oral Toxicity (c) IV 0.3908 39.08%
Estrogen receptor binding + 0.8310 83.10%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.6474 64.74%
Glucocorticoid receptor binding + 0.7957 79.57%
Aromatase binding - 0.5134 51.34%
PPAR gamma + 0.8266 82.66%
Honey bee toxicity - 0.7055 70.55%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9951 99.51%

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 99.85% 91.11%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 96.54% 92.68%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.92% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.54% 95.56%
CHEMBL3194 P02766 Transthyretin 94.42% 90.71%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.07% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.56% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 92.61% 95.69%
CHEMBL1951 P21397 Monoamine oxidase A 92.24% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.18% 93.40%
CHEMBL2581 P07339 Cathepsin D 90.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.82% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.01% 99.15%
CHEMBL4208 P20618 Proteasome component C5 88.05% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.63% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.31% 92.94%
CHEMBL217 P14416 Dopamine D2 receptor 83.27% 95.62%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.40% 85.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.97% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.48% 91.71%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.20% 80.00%

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.
Coprosma lucida
Eleutherococcus sessiliflorus
Fritillaria persica
Gymnosporia diversifolia
Phalaenopsis cornu-cervi
Syagrus romanzoffiana
Trinia scabra

Cross-Links

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PubChem 46223215
NPASS NPC145145
LOTUS LTS0087300
wikiData Q105264859