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(4S,14S)-10,18,20-trihydroxy-4-(4-hydroxyphenyl)-8-methoxy-14-(4-methoxyphenyl)-3,13-dioxatricyclo[14.4.0.06,11]icosa-1(16),6(11),7,9,17,19-hexaene-2,12-dione

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 9086e1ec-ea9e-41ca-95b9-caecd05efa20
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (4S,14S)-10,18,20-trihydroxy-4-(4-hydroxyphenyl)-8-methoxy-14-(4-methoxyphenyl)-3,13-dioxatricyclo[14.4.0.06,11]icosa-1(16),6(11),7,9,17,19-hexaene-2,12-dione
SMILES (Canonical) COC1=CC=C(C=C1)C2CC3=C(C(=CC(=C3)O)O)C(=O)OC(CC4=C(C(=CC(=C4)OC)O)C(=O)O2)C5=CC=C(C=C5)O
SMILES (Isomeric) COC1=CC=C(C=C1)[C@@H]2CC3=C(C(=CC(=C3)O)O)C(=O)O[C@@H](CC4=C(C(=CC(=C4)OC)O)C(=O)O2)C5=CC=C(C=C5)O
InChI InChI=1S/C32H28O10/c1-39-23-9-5-18(6-10-23)27-13-19-11-22(34)15-25(35)29(19)31(37)42-28(17-3-7-21(33)8-4-17)14-20-12-24(40-2)16-26(36)30(20)32(38)41-27/h3-12,15-16,27-28,33-36H,13-14H2,1-2H3/t27-,28-/m0/s1
InChI Key VFBBOUIQPCYYQF-NSOVKSMOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H28O10
Molecular Weight 572.60 g/mol
Exact Mass 572.16824709 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S,14S)-10,18,20-trihydroxy-4-(4-hydroxyphenyl)-8-methoxy-14-(4-methoxyphenyl)-3,13-dioxatricyclo[14.4.0.06,11]icosa-1(16),6(11),7,9,17,19-hexaene-2,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9018 90.18%
Caco-2 - 0.7161 71.61%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7871 78.71%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8645 86.45%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8914 89.14%
P-glycoprotein inhibitior + 0.9014 90.14%
P-glycoprotein substrate - 0.9132 91.32%
CYP3A4 substrate + 0.6186 61.86%
CYP2C9 substrate - 0.5444 54.44%
CYP2D6 substrate - 0.7993 79.93%
CYP3A4 inhibition - 0.5118 51.18%
CYP2C9 inhibition + 0.6641 66.41%
CYP2C19 inhibition - 0.7451 74.51%
CYP2D6 inhibition - 0.6718 67.18%
CYP1A2 inhibition - 0.7327 73.27%
CYP2C8 inhibition + 0.4947 49.47%
CYP inhibitory promiscuity - 0.5495 54.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8954 89.54%
Carcinogenicity (trinary) Non-required 0.5402 54.02%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.7623 76.23%
Skin irritation - 0.7970 79.70%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis - 0.5254 52.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8037 80.37%
Micronuclear + 0.8159 81.59%
Hepatotoxicity - 0.6843 68.43%
skin sensitisation - 0.9408 94.08%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6895 68.95%
Acute Oral Toxicity (c) III 0.4039 40.39%
Estrogen receptor binding + 0.8880 88.80%
Androgen receptor binding + 0.8047 80.47%
Thyroid receptor binding + 0.6422 64.22%
Glucocorticoid receptor binding + 0.7816 78.16%
Aromatase binding - 0.6172 61.72%
PPAR gamma + 0.7592 75.92%
Honey bee toxicity - 0.8839 88.39%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9162 91.62%

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 98.71% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.67% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.10% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.99% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.60% 99.15%
CHEMBL2581 P07339 Cathepsin D 91.19% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.18% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.02% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.94% 94.45%
CHEMBL4208 P20618 Proteasome component C5 89.68% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.78% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.79% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.77% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.62% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.42% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.30% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 83.59% 94.73%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.32% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.32% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.15% 93.40%
CHEMBL2535 P11166 Glucose transporter 80.98% 98.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.34% 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.
Tragopogon porrifolius

Cross-Links

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PubChem 162850842
LOTUS LTS0236117
wikiData Q105285026