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(2,4-dihydroxyphenyl)-[(2S,3S,4R,5S)-5-(2,4-dihydroxyphenyl)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-(4-hydroxyphenyl)oxolan-3-yl]methanone

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 467c7fc3-cc36-4496-a81d-f08409177e4b
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans
IUPAC Name (2,4-dihydroxyphenyl)-[(2S,3S,4R,5S)-5-(2,4-dihydroxyphenyl)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-(4-hydroxyphenyl)oxolan-3-yl]methanone
SMILES (Canonical) C1=CC(=CC=C1C2C(C(C(O2)C3=C(C=C(C=C3)O)O)C(C4=CC=C(C=C4)O)O)C(=O)C5=C(C=C(C=C5)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@@H]2[C@H]([C@@H]([C@H](O2)C3=C(C=C(C=C3)O)O)[C@H](C4=CC=C(C=C4)O)O)C(=O)C5=C(C=C(C=C5)O)O)O
InChI InChI=1S/C30H26O9/c31-17-5-1-15(2-6-17)27(37)25-26(28(38)21-11-9-19(33)13-23(21)35)29(16-3-7-18(32)8-4-16)39-30(25)22-12-10-20(34)14-24(22)36/h1-14,25-27,29-37H/t25-,26-,27+,29-,30-/m1/s1
InChI Key UIUVVNKNNOSOSE-AWYWNVKQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H26O9
Molecular Weight 530.50 g/mol
Exact Mass 530.15768240 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.58
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2,4-dihydroxyphenyl)-[(2S,3S,4R,5S)-5-(2,4-dihydroxyphenyl)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-(4-hydroxyphenyl)oxolan-3-yl]methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.8508 85.08%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8285 82.85%
OATP2B1 inhibitior - 0.5608 56.08%
OATP1B1 inhibitior + 0.8560 85.60%
OATP1B3 inhibitior - 0.3344 33.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5558 55.58%
P-glycoprotein inhibitior - 0.5084 50.84%
P-glycoprotein substrate - 0.6623 66.23%
CYP3A4 substrate + 0.5602 56.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8194 81.94%
CYP3A4 inhibition + 0.6788 67.88%
CYP2C9 inhibition + 0.8578 85.78%
CYP2C19 inhibition + 0.8617 86.17%
CYP2D6 inhibition - 0.9280 92.80%
CYP1A2 inhibition + 0.8816 88.16%
CYP2C8 inhibition - 0.5872 58.72%
CYP inhibitory promiscuity + 0.9391 93.91%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5787 57.87%
Eye corrosion - 0.9877 98.77%
Eye irritation + 0.6159 61.59%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6651 66.51%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7298 72.98%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6836 68.36%
Acute Oral Toxicity (c) III 0.6239 62.39%
Estrogen receptor binding - 0.4929 49.29%
Androgen receptor binding + 0.7024 70.24%
Thyroid receptor binding + 0.5577 55.77%
Glucocorticoid receptor binding - 0.4873 48.73%
Aromatase binding - 0.7240 72.40%
PPAR gamma + 0.6584 65.84%
Honey bee toxicity - 0.8266 82.66%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9667 96.67%

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 98.41% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.19% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.67% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.57% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 90.44% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.70% 95.56%
CHEMBL2535 P11166 Glucose transporter 87.86% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.11% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.22% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.08% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.27% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.01% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.75% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.60% 97.09%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.28% 85.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.50% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.35% 99.17%
CHEMBL3194 P02766 Transthyretin 80.09% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.08% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 80.06% 91.19%

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.
Campylospermum flavum

Cross-Links

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PubChem 102053244
LOTUS LTS0022972
wikiData Q105273612