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1-[(2S,3aS,9aR)-2,9a-bis(1,3-benzodioxol-5-yl)-7-hydroxy-5-methoxy-6-methyl-2,3,3a,4-tetrahydrofuro[2,3-b]chromen-8-yl]-3-methylbutan-1-one

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 2f272e65-9bd0-4e1f-86d2-e900e8620943
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans
IUPAC Name 1-[(2S,3aS,9aR)-2,9a-bis(1,3-benzodioxol-5-yl)-7-hydroxy-5-methoxy-6-methyl-2,3,3a,4-tetrahydrofuro[2,3-b]chromen-8-yl]-3-methylbutan-1-one
SMILES (Canonical) CC1=C(C(=C2C(=C1OC)CC3CC(OC3(O2)C4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7)C(=O)CC(C)C)O
SMILES (Isomeric) CC1=C(C(=C2C(=C1OC)C[C@H]3C[C@H](O[C@]3(O2)C4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7)C(=O)CC(C)C)O
InChI InChI=1S/C32H32O9/c1-16(2)9-22(33)28-29(34)17(3)30(35-4)21-11-20-13-25(18-5-7-23-26(10-18)38-14-36-23)40-32(20,41-31(21)28)19-6-8-24-27(12-19)39-15-37-24/h5-8,10,12,16,20,25,34H,9,11,13-15H2,1-4H3/t20-,25-,32-/m0/s1
InChI Key YDLZATQDFWVOBH-UWIRTIHQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H32O9
Molecular Weight 560.60 g/mol
Exact Mass 560.20463259 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.96
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(2S,3aS,9aR)-2,9a-bis(1,3-benzodioxol-5-yl)-7-hydroxy-5-methoxy-6-methyl-2,3,3a,4-tetrahydrofuro[2,3-b]chromen-8-yl]-3-methylbutan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8580 85.80%
Caco-2 - 0.6098 60.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7884 78.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8099 80.99%
OATP1B3 inhibitior + 0.9185 91.85%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9737 97.37%
P-glycoprotein inhibitior + 0.9128 91.28%
P-glycoprotein substrate + 0.5087 50.87%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 0.6023 60.23%
CYP2D6 substrate - 0.8158 81.58%
CYP3A4 inhibition + 0.7177 71.77%
CYP2C9 inhibition + 0.7300 73.00%
CYP2C19 inhibition + 0.7417 74.17%
CYP2D6 inhibition - 0.7924 79.24%
CYP1A2 inhibition - 0.8374 83.74%
CYP2C8 inhibition + 0.5598 55.98%
CYP inhibitory promiscuity + 0.7098 70.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4498 44.98%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.8389 83.89%
Skin corrosion - 0.9562 95.62%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7718 77.18%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.5431 54.31%
skin sensitisation - 0.8184 81.84%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7321 73.21%
Acute Oral Toxicity (c) I 0.6145 61.45%
Estrogen receptor binding + 0.8447 84.47%
Androgen receptor binding + 0.7749 77.49%
Thyroid receptor binding + 0.5570 55.70%
Glucocorticoid receptor binding + 0.8323 83.23%
Aromatase binding + 0.6297 62.97%
PPAR gamma + 0.7025 70.25%
Honey bee toxicity - 0.7543 75.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.9448 94.48%

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 99.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.02% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 96.44% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.96% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.92% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.05% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.95% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.00% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.13% 95.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.68% 85.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.31% 98.75%
CHEMBL2535 P11166 Glucose transporter 86.83% 98.75%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 86.52% 86.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.17% 96.47%
CHEMBL4208 P20618 Proteasome component C5 86.15% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.08% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.20% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.11% 96.77%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.87% 99.15%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.39% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.31% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.28% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.35% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.47% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.03% 96.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.02% 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.
Hypericum monogynum

Cross-Links

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PubChem 163015255
LOTUS LTS0051583
wikiData Q105346816