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3,3-Dimethyl-3H,7H-pyrano[2',3':6,7][1]benzofuro[3,2-c][1]benzopyran-6b,10(12bH)-diol

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 5dc680b0-6c2f-4368-9cf8-30abb03ea819
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
IUPAC Name 17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),5(10),6,8,14(19),15,20-heptaene-2,7-diol
SMILES (Canonical) CC1(C=CC2=C(O1)C=CC3=C2OC4C3(COC5=C4C=CC(=C5)O)O)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=CC3=C2OC4C3(COC5=C4C=CC(=C5)O)O)C
InChI InChI=1S/C20H18O5/c1-19(2)8-7-12-15(25-19)6-5-14-17(12)24-18-13-4-3-11(21)9-16(13)23-10-20(14,18)22/h3-9,18,21-22H,10H2,1-2H3
InChI Key LPBAKOAUSJMTEN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18O5
Molecular Weight 338.40 g/mol
Exact Mass 338.11542367 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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3,3-Dimethyl-3H,7H-pyrano[2',3':6,7][1]benzofuro[3,2-c][1]benzopyran-6b,10(12bH)-diol
DTXSID80955680
17,17-Dimethyl-4,12,18-trioxapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),5(10),6,8,14(19),15,20-heptaene-2,7-diol

2D Structure

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2D Structure of 3,3-Dimethyl-3H,7H-pyrano[2',3':6,7][1]benzofuro[3,2-c][1]benzopyran-6b,10(12bH)-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 + 0.6676 66.76%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7697 76.97%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8740 87.40%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5591 55.91%
P-glycoprotein inhibitior - 0.5822 58.22%
P-glycoprotein substrate + 0.6722 67.22%
CYP3A4 substrate + 0.6222 62.22%
CYP2C9 substrate + 0.5947 59.47%
CYP2D6 substrate - 0.7209 72.09%
CYP3A4 inhibition - 0.7693 76.93%
CYP2C9 inhibition - 0.6898 68.98%
CYP2C19 inhibition - 0.6015 60.15%
CYP2D6 inhibition - 0.5953 59.53%
CYP1A2 inhibition + 0.6483 64.83%
CYP2C8 inhibition + 0.5581 55.81%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4437 44.37%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.5000 50.00%
Skin irritation - 0.7849 78.49%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis + 0.5663 56.63%
Human Ether-a-go-go-Related Gene inhibition - 0.7445 74.45%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.6233 62.33%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6150 61.50%
Acute Oral Toxicity (c) III 0.6390 63.90%
Estrogen receptor binding + 0.8489 84.89%
Androgen receptor binding + 0.7525 75.25%
Thyroid receptor binding + 0.8267 82.67%
Glucocorticoid receptor binding + 0.7803 78.03%
Aromatase binding + 0.6062 60.62%
PPAR gamma + 0.8470 84.70%
Honey bee toxicity - 0.8497 84.97%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8327 83.27%

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 98.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.73% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.60% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.92% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.37% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.36% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.68% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.49% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.19% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.46% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.09% 94.80%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.77% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.52% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.78% 95.56%
CHEMBL2535 P11166 Glucose transporter 81.38% 98.75%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.23% 93.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.20% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.92% 89.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.33% 85.00%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 80.31% 93.24%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.25% 89.05%

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.
Citrus × aurantium
Phaseolus vulgaris

Cross-Links

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PubChem 3084583
NPASS NPC223480
LOTUS LTS0217592
wikiData Q105155011