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(3R,4R)-3-[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]-5-(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 e17c6725-e243-43d8-81af-c3729ec33d29
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans > 9,9p-dihydroxyaryltetralin lignans
IUPAC Name (3R,4R)-3-[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]-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol
SMILES (Canonical) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C3(COC(C3CO)C4=CC(=C(C=C4)O)OC)O)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@]3(COC([C@H]3CO)C4=CC(=C(C=C4)O)OC)O)OC)O)[C@@H]5[C@H]([C@@H](CC6=CC(=C(C=C56)O)OC)CO)CO
InChI InChI=1S/C39H44O13/c1-48-31-9-19(5-6-29(31)43)38-28(17-42)39(47,18-52-38)23-12-26(37(46)34(13-23)51-4)25-8-21(11-33(50-3)36(25)45)35-24-14-30(44)32(49-2)10-20(24)7-22(15-40)27(35)16-41/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 RFUUQKXDVDMMSX-RZSVOACUSA-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)-3-[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]-5-(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 - 0.8563 85.63%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6570 65.70%
OATP2B1 inhibitior + 0.5672 56.72%
OATP1B1 inhibitior + 0.8295 82.95%
OATP1B3 inhibitior + 0.9520 95.20%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9869 98.69%
P-glycoprotein inhibitior + 0.7854 78.54%
P-glycoprotein substrate + 0.5766 57.66%
CYP3A4 substrate + 0.6775 67.75%
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 + 0.7657 76.57%
CYP inhibitory promiscuity + 0.5500 55.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5598 55.98%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.8167 81.67%
Skin corrosion - 0.9524 95.24%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9190 91.90%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8682 86.82%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7547 75.47%
Acute Oral Toxicity (c) III 0.5223 52.23%
Estrogen receptor binding + 0.8452 84.52%
Androgen receptor binding + 0.7836 78.36%
Thyroid receptor binding + 0.5919 59.19%
Glucocorticoid receptor binding + 0.7635 76.35%
Aromatase binding + 0.6293 62.93%
PPAR gamma + 0.7247 72.47%
Honey bee toxicity - 0.7531 75.31%
Biodegradation - 0.8750 87.50%
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 99.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.51% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.90% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.85% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.35% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.87% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.84% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.40% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.60% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.45% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.59% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.74% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.07% 89.00%
CHEMBL4208 P20618 Proteasome component C5 82.40% 90.00%
CHEMBL3438 Q05513 Protein kinase C zeta 81.88% 88.48%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.62% 94.00%

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 101831582
LOTUS LTS0202916
wikiData Q105235648