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(3R,4R,5S)-5-[4-hydroxy-3-[2-hydroxy-5-[(1S,2R,3R)-7-hydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-3-methoxyphenyl]-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol

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 39d5e877-1c21-4fa0-8b73-16eb971fa810
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans > 9,9p-dihydroxyaryltetralin lignans
IUPAC Name (3R,4R,5S)-5-[4-hydroxy-3-[2-hydroxy-5-[(1S,2R,3R)-7-hydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-3-methoxyphenyl]-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol
SMILES (Canonical) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C3C(C(CO3)(C4=CC(=C(C=C4)O)OC)O)CO)OC)O)C5C(C(CC6=CC(=C(C=C56)O)OC)CO)CO
SMILES (Isomeric) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)[C@@H]3[C@H]([C@](CO3)(C4=CC(=C(C=C4)O)OC)O)CO)OC)O)[C@@H]5[C@H]([C@@H](CC6=CC(=C(C=C56)O)OC)CO)CO
InChI InChI=1S/C39H44O13/c1-48-31-10-19-7-22(15-40)27(16-41)35(24(19)14-30(31)44)20-8-25(36(45)33(11-20)50-3)26-9-21(12-34(51-4)37(26)46)38-28(17-42)39(47,18-52-38)23-5-6-29(43)32(13-23)49-2/h5-6,8-14,22,27-28,35,38,40-47H,7,15-18H2,1-4H3/t22-,27-,28+,35-,38+,39-/m0/s1
InChI Key AGPXZLYNVBYGTK-GKJAATHNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H44O13
Molecular Weight 720.80 g/mol
Exact Mass 720.27819145 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R,5S)-5-[4-hydroxy-3-[2-hydroxy-5-[(1S,2R,3R)-7-hydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-3-methoxyphenyl]-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9498 94.98%
Caco-2 - 0.8459 84.59%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6570 65.70%
OATP2B1 inhibitior + 0.5662 56.62%
OATP1B1 inhibitior + 0.8317 83.17%
OATP1B3 inhibitior + 0.9520 95.20%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9861 98.61%
P-glycoprotein inhibitior + 0.8035 80.35%
P-glycoprotein substrate + 0.6103 61.03%
CYP3A4 substrate + 0.6712 67.12%
CYP2C9 substrate - 0.6054 60.54%
CYP2D6 substrate + 0.3754 37.54%
CYP3A4 inhibition - 0.7239 72.39%
CYP2C9 inhibition - 0.7102 71.02%
CYP2C19 inhibition - 0.6342 63.42%
CYP2D6 inhibition - 0.9116 91.16%
CYP1A2 inhibition - 0.7404 74.04%
CYP2C8 inhibition + 0.7825 78.25%
CYP inhibitory promiscuity + 0.5500 55.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5598 55.98%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.8167 81.67%
Skin corrosion - 0.9524 95.24%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9403 94.03%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8682 86.82%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7931 79.31%
Acute Oral Toxicity (c) III 0.5223 52.23%
Estrogen receptor binding + 0.8445 84.45%
Androgen receptor binding + 0.7940 79.40%
Thyroid receptor binding + 0.6241 62.41%
Glucocorticoid receptor binding + 0.7852 78.52%
Aromatase binding + 0.6283 62.83%
PPAR gamma + 0.7180 71.80%
Honey bee toxicity - 0.7610 76.10%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8800 88.00%

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 99.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.17% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.81% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.07% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.66% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.75% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.11% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.60% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.77% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.49% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.30% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.06% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.52% 89.00%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 81.98% 98.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.22% 97.25%

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 101831583
LOTUS LTS0164992
wikiData Q104911971