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(1S,9S,13S,21R)-1-(2,4-dihydroxyphenyl)-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol

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 5c2d3ccd-c1dc-4f50-a80b-cf7d5606f569
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,9S,13S,21R)-1-(2,4-dihydroxyphenyl)-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol
SMILES (Canonical) CC1=CC2C3C(C1)C4=C(C=C(C=C4)O)OC3(OC5=CC(=CC(=C25)O)C6=CC7=C(O6)C=C(C=C7)O)C8=C(C=C(C=C8)O)O
SMILES (Isomeric) CC1=C[C@H]2[C@H]3[C@H](C1)C4=C(C=C(C=C4)O)O[C@@]3(OC5=CC(=CC(=C25)O)C6=CC7=C(O6)C=C(C=C7)O)C8=C(C=C(C=C8)O)O
InChI InChI=1S/C34H26O8/c1-16-8-23-22-6-4-21(37)15-30(22)41-34(25-7-5-19(35)13-26(25)38)33(23)24(9-16)32-27(39)10-18(12-31(32)42-34)28-11-17-2-3-20(36)14-29(17)40-28/h2-7,9-15,23-24,33,35-39H,8H2,1H3/t23-,24-,33-,34-/m1/s1
InChI Key MJJWBJFYYRAYKU-JGSKXVKLSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C34H26O8
Molecular Weight 562.60 g/mol
Exact Mass 562.16276778 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 7.10
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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CHEMBL4648427
Albanol A
87085-00-5
DTXSID201007330
BDBM50539782

2D Structure

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2D Structure of (1S,9S,13S,21R)-1-(2,4-dihydroxyphenyl)-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9674 96.74%
Caco-2 - 0.8561 85.61%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6180 61.80%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior + 0.8223 82.23%
OATP1B3 inhibitior + 0.9048 90.48%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8336 83.36%
P-glycoprotein inhibitior + 0.8078 80.78%
P-glycoprotein substrate + 0.7319 73.19%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate - 0.7118 71.18%
CYP3A4 inhibition + 0.7158 71.58%
CYP2C9 inhibition + 0.8834 88.34%
CYP2C19 inhibition + 0.7260 72.60%
CYP2D6 inhibition - 0.8752 87.52%
CYP1A2 inhibition + 0.5673 56.73%
CYP2C8 inhibition + 0.8854 88.54%
CYP inhibitory promiscuity + 0.9245 92.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.5485 54.85%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8266 82.66%
Skin irritation - 0.6566 65.66%
Skin corrosion - 0.9100 91.00%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8386 83.86%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.6833 68.33%
skin sensitisation - 0.7618 76.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7426 74.26%
Acute Oral Toxicity (c) III 0.3352 33.52%
Estrogen receptor binding + 0.8838 88.38%
Androgen receptor binding + 0.8311 83.11%
Thyroid receptor binding + 0.6820 68.20%
Glucocorticoid receptor binding + 0.8437 84.37%
Aromatase binding + 0.5725 57.25%
PPAR gamma + 0.8203 82.03%
Honey bee toxicity - 0.7900 79.00%
Biodegradation - 1.0000 100.00%
Crustacea aquatic toxicity + 0.5200 52.00%
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 98.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.85% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 93.56% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.69% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.60% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.68% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.16% 99.23%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 90.61% 85.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.23% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.19% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.41% 99.15%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.16% 89.05%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 86.84% 96.42%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.55% 85.14%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.50% 91.38%
CHEMBL2996 Q05655 Protein kinase C delta 86.43% 97.79%
CHEMBL4208 P20618 Proteasome component C5 85.59% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.57% 94.45%
CHEMBL217 P14416 Dopamine D2 receptor 84.82% 95.62%
CHEMBL2337 P48067 Glycine transporter 1 83.31% 95.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.19% 100.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.15% 95.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.13% 86.33%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.89% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.43% 95.89%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.37% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.95% 93.99%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.51% 86.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.50% 92.94%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.22% 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.
Morus alba
Morus nigra

Cross-Links

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PubChem 102384790
NPASS NPC120210
LOTUS LTS0216223
wikiData Q105165456