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(2S,10S)-6,21-dimethoxy-17,17-dimethyl-3,12,16-trioxapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),4(9),5,7,14,18,20-heptaene

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 560591aa-4a6f-469a-9bd4-e249f06578be
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
IUPAC Name (2S,10S)-6,21-dimethoxy-17,17-dimethyl-3,12,16-trioxapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),4(9),5,7,14,18,20-heptaene
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H22O5/c1-22(2)8-7-14-17(27-22)10-18-19(20(14)24-4)21-15(11-25-18)13-6-5-12(23-3)9-16(13)26-21/h5-10,15,21H,11H2,1-4H3/t15-,21+/m1/s1
InChI Key NURXAZUGLCCIRI-VFNWGFHPSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O5
Molecular Weight 366.40 g/mol
Exact Mass 366.14672380 g/mol
Topological Polar Surface Area (TPSA) 46.20 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,10S)-6,21-dimethoxy-17,17-dimethyl-3,12,16-trioxapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),4(9),5,7,14,18,20-heptaene

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 + 0.9239 92.39%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7364 73.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9248 92.48%
OATP1B3 inhibitior + 0.9759 97.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9255 92.55%
P-glycoprotein inhibitior + 0.7994 79.94%
P-glycoprotein substrate - 0.5662 56.62%
CYP3A4 substrate + 0.6433 64.33%
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 + 0.6522 65.22%
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 - 0.8160 81.60%
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 + 0.7604 76.04%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6625 66.25%
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 - 0.6807 68.07%
Acute Oral Toxicity (c) III 0.4856 48.56%
Estrogen receptor binding + 0.9532 95.32%
Androgen receptor binding + 0.6688 66.88%
Thyroid receptor binding + 0.7643 76.43%
Glucocorticoid receptor binding + 0.8068 80.68%
Aromatase binding - 0.5652 56.52%
PPAR gamma + 0.7218 72.18%
Honey bee toxicity - 0.8289 82.89%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
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 98.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.06% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.96% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.78% 93.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.31% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.99% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.72% 92.62%
CHEMBL240 Q12809 HERG 90.44% 89.76%
CHEMBL1907 P15144 Aminopeptidase N 90.05% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.26% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.90% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.23% 86.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 86.94% 94.03%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.16% 80.96%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.44% 96.77%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.57% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.38% 95.93%
CHEMBL2535 P11166 Glucose transporter 84.34% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.47% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.00% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.81% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.78% 98.95%
CHEMBL4581 P52732 Kinesin-like protein 1 82.62% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.58% 95.89%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.46% 89.44%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.10% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.91% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.23% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.76% 91.07%
CHEMBL3820 P35557 Hexokinase type IV 80.50% 91.96%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.48% 93.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162935256
LOTUS LTS0171240
wikiData Q105186003