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Amorphin Flavonoid

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 2fd7240c-e980-4531-8045-e09c67c01cd8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Rotenoid O-glycosides
IUPAC Name 6-[3-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-en-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C3C(CO2)OC4=C(C3=O)C=CC5=C4CC(O5)C(=C)COC6C(C(C(C(O6)CO)O)O)OC7C(C(C(O7)CO)O)O)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)C3C(CO2)OC4=C(C3=O)C=CC5=C4CC(O5)C(=C)CO[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@H]([C@@H]([C@H](O7)CO)O)O)OC
InChI InChI=1S/C34H40O16/c1-13(11-45-34-32(29(40)27(38)22(9-35)49-34)50-33-30(41)28(39)23(10-36)48-33)18-7-16-17(46-18)5-4-14-26(37)25-15-6-20(42-2)21(43-3)8-19(15)44-12-24(25)47-31(14)16/h4-6,8,18,22-25,27-30,32-36,38-41H,1,7,9-12H2,2-3H3/t18?,22-,23-,24?,25?,27-,28-,29+,30+,32-,33+,34+/m1/s1
InChI Key KYQUROIGNLKYLB-IMEKBZPCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O16
Molecular Weight 704.70 g/mol
Exact Mass 704.23163518 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -1.04
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 2-(1-(((6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranosyl)oxy)methyl)ethenyl)-1,2,12,12a-tetrahydro-8,9-dimethoxy-, (2R-(2alpha,6aalpha,12aalpha))-
6-[3-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-en-2-yl]-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

2D Structure

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2D Structure of Amorphin Flavonoid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7105 71.05%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6621 66.21%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior - 0.3236 32.36%
OATP1B3 inhibitior + 0.9677 96.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7845 78.45%
P-glycoprotein inhibitior + 0.6694 66.94%
P-glycoprotein substrate + 0.6034 60.34%
CYP3A4 substrate + 0.6944 69.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8233 82.33%
CYP3A4 inhibition - 0.6878 68.78%
CYP2C9 inhibition - 0.8898 88.98%
CYP2C19 inhibition - 0.6026 60.26%
CYP2D6 inhibition - 0.8896 88.96%
CYP1A2 inhibition - 0.8884 88.84%
CYP2C8 inhibition + 0.6660 66.60%
CYP inhibitory promiscuity + 0.5466 54.66%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6568 65.68%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.7975 79.75%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6832 68.32%
Micronuclear + 0.6059 60.59%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.7601 76.01%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5408 54.08%
Acute Oral Toxicity (c) III 0.5613 56.13%
Estrogen receptor binding + 0.8208 82.08%
Androgen receptor binding + 0.6665 66.65%
Thyroid receptor binding + 0.5354 53.54%
Glucocorticoid receptor binding + 0.5779 57.79%
Aromatase binding + 0.5663 56.63%
PPAR gamma + 0.7038 70.38%
Honey bee toxicity + 0.7051 70.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9784 97.84%

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 98.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.78% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.67% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.76% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.19% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.70% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.55% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.55% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.31% 94.80%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.96% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.30% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.44% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.59% 94.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.36% 82.67%
CHEMBL4581 P52732 Kinesin-like protein 1 82.24% 93.18%
CHEMBL1907 P15144 Aminopeptidase N 81.15% 93.31%

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.
Amorpha fruticosa

Cross-Links

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PubChem 122792
LOTUS LTS0054086
wikiData Q82943902