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(2S)-6-[[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-5-enyl]-4-oxo-2,3-dihydrochromen-6-yl]methyl]-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-5-enyl]-2-phenyl-2,3-dihydrochromen-4-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 3f4efdcc-c061-4f43-b772-83dc0c5280b9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2S)-6-[[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-5-enyl]-4-oxo-2,3-dihydrochromen-6-yl]methyl]-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-5-enyl]-2-phenyl-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=C)CCC(CC1=C2C(=C(C(=C1O)CC3=C(C(=C4C(=C3O)C(=O)CC(O4)C5=CC=C(C=C5)O)CC(CCC(=C)C)C(=C)C)O)O)C(=O)CC(O2)C6=CC=CC=C6)C(=C)C
SMILES (Isomeric) CC(=C)CC[C@H](CC1=C2C(=C(C(=C1O)CC3=C(C(=C4C(=C3O)C(=O)C[C@H](O4)C5=CC=C(C=C5)O)C[C@@H](CCC(=C)C)C(=C)C)O)O)C(=O)C[C@H](O2)C6=CC=CC=C6)C(=C)C
InChI InChI=1S/C51H56O9/c1-27(2)14-16-33(29(5)6)22-38-46(55)36(48(57)44-40(53)25-42(59-50(38)44)31-12-10-9-11-13-31)24-37-47(56)39(23-34(30(7)8)17-15-28(3)4)51-45(49(37)58)41(54)26-43(60-51)32-18-20-35(52)21-19-32/h9-13,18-21,33-34,42-43,52,55-58H,1,3,5,7,14-17,22-26H2,2,4,6,8H3/t33-,34-,42+,43+/m1/s1
InChI Key OYTXVGTUVWGDRJ-MGVKUUOKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H56O9
Molecular Weight 813.00 g/mol
Exact Mass 812.39243336 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 13.20
Atomic LogP (AlogP) 11.40
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-6-[[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-5-enyl]-4-oxo-2,3-dihydrochromen-6-yl]methyl]-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-5-enyl]-2-phenyl-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9490 94.90%
Caco-2 - 0.8532 85.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7676 76.76%
OATP2B1 inhibitior + 0.5664 56.64%
OATP1B1 inhibitior + 0.7145 71.45%
OATP1B3 inhibitior + 0.8535 85.35%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6883 68.83%
P-glycoprotein inhibitior + 0.7573 75.73%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.6382 63.82%
CYP2C9 substrate + 0.5973 59.73%
CYP2D6 substrate - 0.7963 79.63%
CYP3A4 inhibition + 0.5402 54.02%
CYP2C9 inhibition - 0.6858 68.58%
CYP2C19 inhibition - 0.6978 69.78%
CYP2D6 inhibition - 0.8975 89.75%
CYP1A2 inhibition + 0.5865 58.65%
CYP2C8 inhibition + 0.6737 67.37%
CYP inhibitory promiscuity - 0.5664 56.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7369 73.69%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8996 89.96%
Skin irritation - 0.7327 73.27%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6566 65.66%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5185 51.85%
skin sensitisation - 0.8259 82.59%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5181 51.81%
Acute Oral Toxicity (c) II 0.3164 31.64%
Estrogen receptor binding + 0.7969 79.69%
Androgen receptor binding + 0.7622 76.22%
Thyroid receptor binding + 0.5521 55.21%
Glucocorticoid receptor binding + 0.6783 67.83%
Aromatase binding + 0.6740 67.40%
PPAR gamma + 0.7099 70.99%
Honey bee toxicity - 0.7388 73.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.69% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.44% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.17% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.61% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.02% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.33% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 86.94% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.29% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.81% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.84% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.39% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.33% 85.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21606625
LOTUS LTS0170536
wikiData Q105203540