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(E)-1-[(1R,9S,13S,21R)-7,17-dihydroxy-1-(5-hydroxy-2,2-dimethylchromen-8-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,10,14(19),15,17-heptaen-6-yl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-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 31694fbc-bbc3-46e7-ada1-ca6368e207c3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans
IUPAC Name (E)-1-[(1R,9S,13S,21R)-7,17-dihydroxy-1-(5-hydroxy-2,2-dimethylchromen-8-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,10,14(19),15,17-heptaen-6-yl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) CC1=CC2C3C(C1)C4=C(C=C(C=C4)O)OC3(OC5=C2C(=C(C=C5)C(=O)C=CC6=C(C=C(C=C6)O)O)O)C7=C8C(=C(C=C7)O)C=CC(O8)(C)C
SMILES (Isomeric) CC1=C[C@H]2[C@H]3[C@H](C1)C4=C(C=C(C=C4)O)O[C@]3(OC5=C2C(=C(C=C5)C(=O)/C=C/C6=C(C=C(C=C6)O)O)O)C7=C8C(=C(C=C7)O)C=CC(O8)(C)C
InChI InChI=1S/C40H34O9/c1-20-16-27-24-8-7-23(42)19-34(24)48-40(29-10-12-31(44)26-14-15-39(2,3)49-38(26)29)36(27)28(17-20)35-33(47-40)13-9-25(37(35)46)30(43)11-5-21-4-6-22(41)18-32(21)45/h4-15,17-19,27-28,36,41-42,44-46H,16H2,1-3H3/b11-5+/t27-,28-,36-,40-/m1/s1
InChI Key LNXVDAWSKJIGHT-UYTXMRSUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H34O9
Molecular Weight 658.70 g/mol
Exact Mass 658.22028266 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 7.77
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-1-[(1R,9S,13S,21R)-7,17-dihydroxy-1-(5-hydroxy-2,2-dimethylchromen-8-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,10,14(19),15,17-heptaen-6-yl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 - 0.8618 86.18%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7486 74.86%
OATP2B1 inhibitior + 0.5675 56.75%
OATP1B1 inhibitior + 0.8007 80.07%
OATP1B3 inhibitior + 0.8661 86.61%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9933 99.33%
P-glycoprotein inhibitior + 0.8348 83.48%
P-glycoprotein substrate + 0.7345 73.45%
CYP3A4 substrate + 0.7164 71.64%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8550 85.50%
CYP3A4 inhibition - 0.6423 64.23%
CYP2C9 inhibition + 0.8137 81.37%
CYP2C19 inhibition + 0.7158 71.58%
CYP2D6 inhibition - 0.9056 90.56%
CYP1A2 inhibition - 0.7367 73.67%
CYP2C8 inhibition + 0.8624 86.24%
CYP inhibitory promiscuity + 0.7426 74.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4506 45.06%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8853 88.53%
Skin irritation - 0.6983 69.83%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8030 80.30%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7573 75.73%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7201 72.01%
Acute Oral Toxicity (c) III 0.5557 55.57%
Estrogen receptor binding + 0.8758 87.58%
Androgen receptor binding + 0.8259 82.59%
Thyroid receptor binding + 0.6687 66.87%
Glucocorticoid receptor binding + 0.8577 85.77%
Aromatase binding + 0.5886 58.86%
PPAR gamma + 0.7867 78.67%
Honey bee toxicity - 0.7519 75.19%
Biodegradation - 1.0000 100.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9958 99.58%

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 99.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.18% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.78% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.01% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.71% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 91.09% 91.19%
CHEMBL4208 P20618 Proteasome component C5 90.27% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.09% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.41% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.78% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.34% 93.40%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.29% 89.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.25% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.25% 86.33%
CHEMBL230 P35354 Cyclooxygenase-2 86.85% 89.63%
CHEMBL217 P14416 Dopamine D2 receptor 85.72% 95.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.31% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.41% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.62% 85.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.27% 85.11%
CHEMBL3194 P02766 Transthyretin 83.11% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 83.10% 94.73%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.05% 91.38%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.15% 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.
Sorocea bonplandii

Cross-Links

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PubChem 21591050
LOTUS LTS0112286
wikiData Q105154571