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(2S,3S,4S)-4-[4-hydroxy-3-[2-hydroxy-5-[(2R,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-3-methoxyphenyl]-5-methoxyphenyl]-2,3-bis(hydroxymethyl)-7-methoxy-3,4-dihydro-1H-naphthalene-2,6-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 ba2fd244-e693-49cc-9f39-40d625afd323
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans > 9,9p-dihydroxyaryltetralin lignans
IUPAC Name (2S,3S,4S)-4-[4-hydroxy-3-[2-hydroxy-5-[(2R,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-3-methoxyphenyl]-5-methoxyphenyl]-2,3-bis(hydroxymethyl)-7-methoxy-3,4-dihydro-1H-naphthalene-2,6-diol
SMILES (Canonical) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C3C(C(CO3)(CC4=CC(=C(C=C4)O)OC)O)CO)OC)O)C5C(C(CC6=CC(=C(C=C56)O)OC)(CO)O)CO
SMILES (Isomeric) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)[C@H]3[C@H]([C@](CO3)(CC4=CC(=C(C=C4)O)OC)O)CO)OC)O)[C@@H]5[C@H]([C@@](CC6=CC(=C(C=C56)O)OC)(CO)O)CO
InChI InChI=1S/C40H46O14/c1-50-31-7-20(5-6-29(31)44)14-40(49)19-54-38(28(40)17-42)22-9-26(37(47)34(11-22)53-4)25-8-21(10-33(52-3)36(25)46)35-24-13-30(45)32(51-2)12-23(24)15-39(48,18-43)27(35)16-41/h5-13,27-28,35,38,41-49H,14-19H2,1-4H3/t27-,28-,35+,38+,39-,40-/m1/s1
InChI Key GMQUTGCCIVTTEZ-YPGQWIJFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H46O14
Molecular Weight 750.80 g/mol
Exact Mass 750.28875614 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S)-4-[4-hydroxy-3-[2-hydroxy-5-[(2R,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-3-methoxyphenyl]-5-methoxyphenyl]-2,3-bis(hydroxymethyl)-7-methoxy-3,4-dihydro-1H-naphthalene-2,6-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9053 90.53%
Caco-2 - 0.8497 84.97%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6649 66.49%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8679 86.79%
OATP1B3 inhibitior + 0.9651 96.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9503 95.03%
P-glycoprotein inhibitior + 0.7921 79.21%
P-glycoprotein substrate + 0.6003 60.03%
CYP3A4 substrate + 0.6882 68.82%
CYP2C9 substrate - 0.6048 60.48%
CYP2D6 substrate - 0.6611 66.11%
CYP3A4 inhibition - 0.8287 82.87%
CYP2C9 inhibition - 0.8213 82.13%
CYP2C19 inhibition - 0.7172 71.72%
CYP2D6 inhibition - 0.9202 92.02%
CYP1A2 inhibition - 0.7423 74.23%
CYP2C8 inhibition + 0.8527 85.27%
CYP inhibitory promiscuity - 0.6772 67.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5671 56.71%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9099 90.99%
Skin irritation - 0.8116 81.16%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8973 89.73%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8648 86.48%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7599 75.99%
Acute Oral Toxicity (c) III 0.5384 53.84%
Estrogen receptor binding + 0.8552 85.52%
Androgen receptor binding + 0.7496 74.96%
Thyroid receptor binding + 0.6358 63.58%
Glucocorticoid receptor binding + 0.7973 79.73%
Aromatase binding + 0.6428 64.28%
PPAR gamma + 0.7429 74.29%
Honey bee toxicity - 0.7721 77.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8950 89.50%

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 99.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.43% 95.17%
CHEMBL2581 P07339 Cathepsin D 93.68% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.56% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.19% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.86% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.34% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.21% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.72% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.84% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.53% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.92% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.03% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.25% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.86% 89.62%
CHEMBL3820 P35557 Hexokinase type IV 83.59% 91.96%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.16% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.14% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.63% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.97% 93.18%
CHEMBL4714 Q15077 Pyrimidinergic receptor P2Y6 80.68% 88.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.27% 95.50%

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.
Cerbera manghas

Cross-Links

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PubChem 163057443
LOTUS LTS0138033
wikiData Q105012088