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6-[(3R,8R)-8-methyl-8-(4-methylpent-3-enyl)-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]-1,3-benzodioxol-5-ol

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 8143f7d4-d1fe-4023-96e7-231be64feeeb
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
IUPAC Name 6-[(3R,8R)-8-methyl-8-(4-methylpent-3-enyl)-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]-1,3-benzodioxol-5-ol
SMILES (Canonical) CC(=CCCC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=CC5=C(C=C4O)OCO5)C)C
SMILES (Isomeric) CC(=CCC[C@@]1(C=CC2=C(O1)C=CC3=C2OC[C@H](C3)C4=CC5=C(C=C4O)OCO5)C)C
InChI InChI=1S/C26H28O5/c1-16(2)5-4-9-26(3)10-8-19-22(31-26)7-6-17-11-18(14-28-25(17)19)20-12-23-24(13-21(20)27)30-15-29-23/h5-8,10,12-13,18,27H,4,9,11,14-15H2,1-3H3/t18-,26+/m0/s1
InChI Key CBOJKMZBEYAWFP-HFJWLAOPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O5
Molecular Weight 420.50 g/mol
Exact Mass 420.19367399 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(3R,8R)-8-methyl-8-(4-methylpent-3-enyl)-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]-1,3-benzodioxol-5-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9636 96.36%
Caco-2 + 0.5563 55.63%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7944 79.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.9145 91.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9529 95.29%
P-glycoprotein inhibitior + 0.8977 89.77%
P-glycoprotein substrate + 0.5673 56.73%
CYP3A4 substrate + 0.6589 65.89%
CYP2C9 substrate - 0.6229 62.29%
CYP2D6 substrate - 0.7023 70.23%
CYP3A4 inhibition - 0.5385 53.85%
CYP2C9 inhibition - 0.6002 60.02%
CYP2C19 inhibition - 0.5782 57.82%
CYP2D6 inhibition - 0.8270 82.70%
CYP1A2 inhibition - 0.6410 64.10%
CYP2C8 inhibition + 0.4857 48.57%
CYP inhibitory promiscuity + 0.5575 55.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5069 50.69%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8581 85.81%
Skin irritation - 0.7448 74.48%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8085 80.85%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8266 82.66%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8322 83.22%
Acute Oral Toxicity (c) I 0.4138 41.38%
Estrogen receptor binding + 0.9120 91.20%
Androgen receptor binding + 0.6268 62.68%
Thyroid receptor binding + 0.6445 64.45%
Glucocorticoid receptor binding + 0.7063 70.63%
Aromatase binding + 0.6350 63.50%
PPAR gamma + 0.8018 80.18%
Honey bee toxicity - 0.7620 76.20%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9925 99.25%

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 99.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.96% 94.45%
CHEMBL240 Q12809 HERG 98.71% 89.76%
CHEMBL2581 P07339 Cathepsin D 97.15% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.14% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.78% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.56% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.40% 100.00%
CHEMBL236 P41143 Delta opioid receptor 90.34% 99.35%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 90.24% 85.30%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.98% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.88% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.50% 94.80%
CHEMBL226 P30542 Adenosine A1 receptor 88.04% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.88% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 87.78% 91.49%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.51% 100.00%
CHEMBL233 P35372 Mu opioid receptor 87.39% 97.93%
CHEMBL3401 O75469 Pregnane X receptor 87.34% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.38% 96.77%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.22% 83.57%
CHEMBL4208 P20618 Proteasome component C5 84.88% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.86% 90.71%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.95% 80.96%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.85% 85.14%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.44% 91.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.02% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.27% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 81.07% 95.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.60% 96.39%

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.
Dalbergia nitidula

Cross-Links

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PubChem 162873643
LOTUS LTS0240744
wikiData Q104952560