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(1S,2S,4R,12S,14S)-4-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.7.1.02,4.02,12.06,11.016,21]docosa-6,8,10,16(21),17,19-hexaen-13-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 de7e1270-602f-4997-a740-e22dc6420b59
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans
IUPAC Name (1S,2S,4R,12S,14S)-4-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.7.1.02,4.02,12.06,11.016,21]docosa-6,8,10,16(21),17,19-hexaen-13-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H34O10/c1-19(2)4-10-25-28(42)13-12-26(35(25)45)39-38(49-39)27-18-37(3,47-31-17-23(41)9-11-24(27)31)36(46)34(38)33-30(44)14-20(15-32(33)48-39)5-6-21-7-8-22(40)16-29(21)43/h4-9,11-17,27,34,40-45H,10,18H2,1-3H3/b6-5+/t27-,34+,37-,38-,39-/m0/s1
InChI Key CUPIFLSTSCNJKQ-LNFIHJIRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H34O10
Molecular Weight 662.70 g/mol
Exact Mass 662.21519728 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4R,12S,14S)-4-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.7.1.02,4.02,12.06,11.016,21]docosa-6,8,10,16(21),17,19-hexaen-13-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.8503 85.03%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5648 56.48%
OATP2B1 inhibitior - 0.5739 57.39%
OATP1B1 inhibitior + 0.7988 79.88%
OATP1B3 inhibitior + 0.8876 88.76%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9955 99.55%
P-glycoprotein inhibitior + 0.8256 82.56%
P-glycoprotein substrate + 0.6781 67.81%
CYP3A4 substrate + 0.7225 72.25%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7936 79.36%
CYP3A4 inhibition - 0.7930 79.30%
CYP2C9 inhibition - 0.5434 54.34%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8880 88.80%
CYP1A2 inhibition - 0.8342 83.42%
CYP2C8 inhibition + 0.7814 78.14%
CYP inhibitory promiscuity - 0.6007 60.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6131 61.31%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8897 88.97%
Skin irritation - 0.7264 72.64%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8272 82.72%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5994 59.94%
skin sensitisation - 0.7477 74.77%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6248 62.48%
Acute Oral Toxicity (c) III 0.4117 41.17%
Estrogen receptor binding + 0.8858 88.58%
Androgen receptor binding + 0.8062 80.62%
Thyroid receptor binding + 0.6468 64.68%
Glucocorticoid receptor binding + 0.8472 84.72%
Aromatase binding + 0.6257 62.57%
PPAR gamma + 0.7812 78.12%
Honey bee toxicity - 0.7432 74.32%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9945 99.45%

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 99.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.80% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.79% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.79% 85.14%
CHEMBL284 P27487 Dipeptidyl peptidase IV 96.48% 95.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.35% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.37% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.24% 95.56%
CHEMBL3038469 P24941 CDK2/Cyclin A 93.83% 91.38%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.79% 93.40%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.65% 96.38%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.25% 95.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.25% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 91.11% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.17% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.96% 95.89%
CHEMBL240 Q12809 HERG 89.62% 89.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.79% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.74% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.08% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.49% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.09% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 86.94% 94.73%
CHEMBL3194 P02766 Transthyretin 85.77% 90.71%
CHEMBL4208 P20618 Proteasome component C5 84.02% 90.00%
CHEMBL301 P24941 Cyclin-dependent kinase 2 81.40% 91.23%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.14% 85.30%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.55% 90.71%

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.
Sorocea bonplandii

Cross-Links

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PubChem 163185159
LOTUS LTS0046524
wikiData Q104970400