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Hemileiocarpin

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 cd63c67b-b744-4e0a-9f9d-37d00f6365e9
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
IUPAC Name (2R,10R)-6-methoxy-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(13),4(9),5,7,14(19),15,20-heptaene
SMILES (Canonical) CC1(C=CC2=C(O1)C=CC3=C2OCC4C3OC5=C4C=CC(=C5)OC)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=CC3=C2OC[C@@H]4[C@H]3OC5=C4C=CC(=C5)OC)C
InChI InChI=1S/C21H20O4/c1-21(2)9-8-14-17(25-21)7-6-15-19(14)23-11-16-13-5-4-12(22-3)10-18(13)24-20(15)16/h4-10,16,20H,11H2,1-3H3/t16-,20-/m0/s1
InChI Key LQTXWAQTXRQFQG-JXFKEZNVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O4
Molecular Weight 336.40 g/mol
Exact Mass 336.13615911 g/mol
Topological Polar Surface Area (TPSA) 36.90 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.49
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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UNII-P1II0BUS1O
P1II0BUS1O
66446-92-2
2H,6H-Benzofuro(3,2-C)pyrano(2,3-H)(1)benzopyran, 6a,11a-dihydro-9-methoxy-2,2-dimethyl-, (6aS,11aS)-
SCHEMBL13794192
CHEBI:180252
Q27286009
(2R,10R)-6-methoxy-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(13),4(9),5,7,14(19),15,20-heptaene

2D Structure

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2D Structure of Hemileiocarpin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 + 0.8851 88.51%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7364 73.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9219 92.19%
OATP1B3 inhibitior + 0.9759 97.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8664 86.64%
P-glycoprotein inhibitior + 0.6687 66.87%
P-glycoprotein substrate - 0.5679 56.79%
CYP3A4 substrate + 0.6206 62.06%
CYP2C9 substrate + 0.6124 61.24%
CYP2D6 substrate - 0.6772 67.72%
CYP3A4 inhibition + 0.6833 68.33%
CYP2C9 inhibition + 0.6002 60.02%
CYP2C19 inhibition + 0.8978 89.78%
CYP2D6 inhibition + 0.6653 66.53%
CYP1A2 inhibition + 0.8917 89.17%
CYP2C8 inhibition + 0.5284 52.84%
CYP inhibitory promiscuity + 0.8881 88.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4472 44.72%
Eye corrosion - 0.9816 98.16%
Eye irritation - 0.7715 77.15%
Skin irritation - 0.8294 82.94%
Skin corrosion - 0.9702 97.02%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8003 80.03%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.6895 68.95%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.5646 56.46%
Acute Oral Toxicity (c) III 0.4856 48.56%
Estrogen receptor binding + 0.9361 93.61%
Androgen receptor binding + 0.6646 66.46%
Thyroid receptor binding + 0.7546 75.46%
Glucocorticoid receptor binding + 0.6945 69.45%
Aromatase binding - 0.5382 53.82%
PPAR gamma + 0.6241 62.41%
Honey bee toxicity - 0.7771 77.71%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9434 94.34%

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 98.60% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.15% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.13% 97.09%
CHEMBL240 Q12809 HERG 91.51% 89.76%
CHEMBL1907 P15144 Aminopeptidase N 91.29% 93.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.35% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.90% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.87% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.50% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.69% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.13% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.02% 94.80%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.94% 93.99%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.78% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.71% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.72% 93.40%
CHEMBL226 P30542 Adenosine A1 receptor 83.71% 95.93%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.23% 100.00%
CHEMBL2039 P27338 Monoamine oxidase B 82.68% 92.51%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 82.55% 95.55%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.83% 80.96%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.15% 95.71%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.65% 85.30%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.40% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.29% 94.00%

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.
Glycyrrhiza glabra

Cross-Links

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PubChem 70995758
LOTUS LTS0072907
wikiData Q27286009