1-[4,6-dihydroxy-2-[[(2R,3'S)-4,4',6,6'-tetrahydroxy-7,7'-bis(3-methylbutanoyl)-2,2'-spirobi[3H-1-benzofuran]-3'-yl]methyl]-1-benzofuran-5-yl]-3-methylbutan-1-one

Details

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Internal ID d116869e-8f17-407b-b49f-506b162f8d92
Taxonomy Benzenoids > Benzene and substituted derivatives > Butyrophenones
IUPAC Name 1-[4,6-dihydroxy-2-[[(2R,3'S)-4,4',6,6'-tetrahydroxy-7,7'-bis(3-methylbutanoyl)-2,2'-spirobi[3H-1-benzofuran]-3'-yl]methyl]-1-benzofuran-5-yl]-3-methylbutan-1-one
SMILES (Canonical) CC(C)CC(=O)C1=C(C2=C(C=C1O)OC(=C2)CC3C4=C(C(=C(C=C4O)O)C(=O)CC(C)C)OC35CC6=C(O5)C(=C(C=C6O)O)C(=O)CC(C)C)O
SMILES (Isomeric) CC(C)CC(=O)C1=C(C2=C(C=C1O)OC(=C2)C[C@H]3C4=C(C(=C(C=C4O)O)C(=O)CC(C)C)O[C@]35CC6=C(O5)C(=C(C=C6O)O)C(=O)CC(C)C)O
InChI InChI=1S/C39H42O12/c1-16(2)7-24(41)33-30(47)14-31-20(36(33)48)10-19(49-31)11-22-32-27(44)13-29(46)35(26(43)9-18(5)6)38(32)51-39(22)15-21-23(40)12-28(45)34(37(21)50-39)25(42)8-17(3)4/h10,12-14,16-18,22,40,44-48H,7-9,11,15H2,1-6H3/t22-,39+/m0/s1
InChI Key LJDXYBGCRQNMPG-OXYFNFBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H42O12
Molecular Weight 702.70 g/mol
Exact Mass 702.26762677 g/mol
Topological Polar Surface Area (TPSA) 204.00 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.40
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[4,6-dihydroxy-2-[[(2R,3'S)-4,4',6,6'-tetrahydroxy-7,7'-bis(3-methylbutanoyl)-2,2'-spirobi[3H-1-benzofuran]-3'-yl]methyl]-1-benzofuran-5-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 + 0.8953 89.53%
Caco-2 - 0.8400 84.00%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8068 80.68%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8298 82.98%
OATP1B3 inhibitior + 0.8784 87.84%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9325 93.25%
P-glycoprotein inhibitior + 0.7658 76.58%
P-glycoprotein substrate + 0.6694 66.94%
CYP3A4 substrate + 0.6313 63.13%
CYP2C9 substrate + 0.7956 79.56%
CYP2D6 substrate - 0.8414 84.14%
CYP3A4 inhibition - 0.6934 69.34%
CYP2C9 inhibition - 0.5156 51.56%
CYP2C19 inhibition - 0.7755 77.55%
CYP2D6 inhibition - 0.9017 90.17%
CYP1A2 inhibition - 0.7022 70.22%
CYP2C8 inhibition + 0.5696 56.96%
CYP inhibitory promiscuity - 0.6821 68.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.4764 47.64%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8902 89.02%
Skin irritation - 0.7727 77.27%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis + 0.5492 54.92%
Human Ether-a-go-go-Related Gene inhibition + 0.7171 71.71%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8392 83.92%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6670 66.70%
Acute Oral Toxicity (c) III 0.3466 34.66%
Estrogen receptor binding + 0.8535 85.35%
Androgen receptor binding + 0.7869 78.69%
Thyroid receptor binding + 0.5502 55.02%
Glucocorticoid receptor binding + 0.7984 79.84%
Aromatase binding + 0.6826 68.26%
PPAR gamma + 0.6790 67.90%
Honey bee toxicity - 0.8018 80.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9964 99.64%

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 99.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.45% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.86% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.13% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.25% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.58% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.58% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.89% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.23% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 82.16% 95.62%
CHEMBL340 P08684 Cytochrome P450 3A4 81.13% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 80.83% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.79% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.79% 99.17%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 80.16% 95.34%

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.
Lysidice rhodostegia

Cross-Links

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PubChem 162901509
LOTUS LTS0217186
wikiData Q105152511