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6H-[1,3]Dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-2-ol, 6a,12a-dihydro-3-methoxy-, (6ar-cis)-

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 47b09c82-58d6-40b0-9889-045ddbaa395e
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
IUPAC Name (1R,12R)-16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaen-15-ol
SMILES (Canonical) COC1=C(C=C2C3C(COC2=C1)C4=CC5=C(C=C4O3)OCO5)O
SMILES (Isomeric) COC1=C(C=C2[C@H]3[C@@H](COC2=C1)C4=CC5=C(C=C4O3)OCO5)O
InChI InChI=1S/C17H14O6/c1-19-14-4-12-9(2-11(14)18)17-10(6-20-12)8-3-15-16(22-7-21-15)5-13(8)23-17/h2-5,10,17-18H,6-7H2,1H3/t10-,17-/m0/s1
InChI Key GDUBLLYLIZLLNX-BTDLBPIBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H14O6
Molecular Weight 314.29 g/mol
Exact Mass 314.07903816 g/mol
Topological Polar Surface Area (TPSA) 66.40 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.74
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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6H-[1,3]Dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-2-ol, 6a.alpha.,12a.alpha.-dihydro-3-methoxy-, (-)-
(?)-2-Hydroxypterocarpin
CHEMBL465799
GDUBLLYLIZLLNX-BTDLBPIBSA-N
3-Methoxy-6a,12a-dihydro-6H-[1,3]dioxolo[4',5':5,6][1]benzofuro[3,2-c]chromen-2-ol #
30461-92-8

2D Structure

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2D Structure of 6H-[1,3]Dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-2-ol, 6a,12a-dihydro-3-methoxy-, (6ar-cis)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9626 96.26%
Caco-2 + 0.6871 68.71%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6811 68.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8906 89.06%
OATP1B3 inhibitior + 0.9856 98.56%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.5856 58.56%
P-glycoprotein inhibitior - 0.6345 63.45%
P-glycoprotein substrate - 0.8420 84.20%
CYP3A4 substrate + 0.5171 51.71%
CYP2C9 substrate - 0.7948 79.48%
CYP2D6 substrate + 0.3724 37.24%
CYP3A4 inhibition + 0.7310 73.10%
CYP2C9 inhibition + 0.6638 66.38%
CYP2C19 inhibition + 0.8767 87.67%
CYP2D6 inhibition + 0.8323 83.23%
CYP1A2 inhibition + 0.7057 70.57%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.8283 82.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Warning 0.3850 38.50%
Eye corrosion - 0.9837 98.37%
Eye irritation + 0.6504 65.04%
Skin irritation - 0.7221 72.21%
Skin corrosion - 0.9560 95.60%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7312 73.12%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7151 71.51%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7070 70.70%
Acute Oral Toxicity (c) III 0.7227 72.27%
Estrogen receptor binding + 0.7813 78.13%
Androgen receptor binding - 0.4884 48.84%
Thyroid receptor binding + 0.7233 72.33%
Glucocorticoid receptor binding + 0.7144 71.44%
Aromatase binding - 0.6632 66.32%
PPAR gamma + 0.7790 77.90%
Honey bee toxicity - 0.8310 83.10%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5351 53.51%
Fish aquatic toxicity + 0.8100 81.00%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.44% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.33% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 88.64% 82.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.18% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.07% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.68% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.47% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.93% 97.09%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 82.38% 95.55%
CHEMBL2535 P11166 Glucose transporter 82.17% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.93% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.83% 99.17%
CHEMBL2581 P07339 Cathepsin D 81.53% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.91% 94.80%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.68% 80.96%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.56% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.49% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.48% 94.00%
CHEMBL4208 P20618 Proteasome component C5 80.48% 90.00%

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.
Swartzia leiocalycina
Ulex europaeus subsp. europaeus
Ulex parviflorus subsp. airensis

Cross-Links

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PubChem 22296124
NPASS NPC141276
LOTUS LTS0237517
wikiData Q105006959