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(1S,9S,17R,18S,27R)-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.01,9.02,7.011,16.018,27.020,25]octacosa-2(7),3,5,11(16),12,14,20(25),21,23-nonaen-19-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 95581a66-36de-4921-bda3-fa6904c391b1
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name (1S,9S,17R,18S,27R)-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.01,9.02,7.011,16.018,27.020,25]octacosa-2(7),3,5,11(16),12,14,20(25),21,23-nonaen-19-one
SMILES (Canonical) CC(=CCC1=CC2=C(C=C1O)OC3(C(C2=O)C4C5=C(C=C(C=C5)O)OC6C4(O3)C7=C(O6)C(=C(C=C7)O)CC=C(C)C)C8=CC(=C(C=C8)O)CC=C(C)C)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=C1O)O[C@@]3([C@H](C2=O)[C@@H]4C5=C(C=C(C=C5)O)O[C@@H]6[C@@]4(O3)C7=C(O6)C(=C(C=C7)O)CC=C(C)C)C8=CC(=C(C=C8)O)CC=C(C)C)C
InChI InChI=1S/C45H44O9/c1-23(2)7-10-26-19-28(12-17-34(26)47)45-40(41(50)32-20-27(11-8-24(3)4)36(49)22-38(32)53-45)39-31-15-13-29(46)21-37(31)51-43-44(39,54-45)33-16-18-35(48)30(42(33)52-43)14-9-25(5)6/h7-9,12-13,15-22,39-40,43,46-49H,10-11,14H2,1-6H3/t39-,40-,43-,44+,45-/m0/s1
InChI Key IUNNUKJWKPJUCQ-HANUTHODSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C45H44O9
Molecular Weight 728.80 g/mol
Exact Mass 728.29853298 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 9.60
Atomic LogP (AlogP) 8.90
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,9S,17R,18S,27R)-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.01,9.02,7.011,16.018,27.020,25]octacosa-2(7),3,5,11(16),12,14,20(25),21,23-nonaen-19-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.8344 83.44%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7952 79.52%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior + 0.7889 78.89%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9961 99.61%
P-glycoprotein inhibitior + 0.8457 84.57%
P-glycoprotein substrate + 0.6188 61.88%
CYP3A4 substrate + 0.6855 68.55%
CYP2C9 substrate + 0.5955 59.55%
CYP2D6 substrate - 0.8126 81.26%
CYP3A4 inhibition - 0.7631 76.31%
CYP2C9 inhibition + 0.8792 87.92%
CYP2C19 inhibition + 0.8387 83.87%
CYP2D6 inhibition - 0.8677 86.77%
CYP1A2 inhibition - 0.7562 75.62%
CYP2C8 inhibition + 0.7573 75.73%
CYP inhibitory promiscuity + 0.7822 78.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4598 45.98%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.8754 87.54%
Skin irritation - 0.7059 70.59%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8123 81.23%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.7448 74.48%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.7636 76.36%
Acute Oral Toxicity (c) III 0.5179 51.79%
Estrogen receptor binding + 0.8163 81.63%
Androgen receptor binding + 0.7918 79.18%
Thyroid receptor binding + 0.6080 60.80%
Glucocorticoid receptor binding + 0.7839 78.39%
Aromatase binding + 0.6374 63.74%
PPAR gamma + 0.7405 74.05%
Honey bee toxicity - 0.7447 74.47%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9967 99.67%

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 99.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.47% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.04% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.71% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.27% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.85% 94.80%
CHEMBL1929 P47989 Xanthine dehydrogenase 91.72% 96.12%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.44% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.66% 99.15%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.24% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.12% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.93% 94.45%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.66% 85.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.61% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.25% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 86.94% 94.73%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.62% 91.38%
CHEMBL236 P41143 Delta opioid receptor 86.15% 99.35%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.21% 95.89%
CHEMBL3194 P02766 Transthyretin 82.81% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.04% 92.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.59% 96.09%
CHEMBL2535 P11166 Glucose transporter 80.53% 98.75%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 80.51% 91.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.02% 97.09%

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.
Glycyrrhiza glabra

Cross-Links

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PubChem 163191038
LOTUS LTS0196470
wikiData Q105120726