PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[4-[(1S,3aR,4R,6aR)-4-[4-[(1R,2S)-1,3-dihydroxy-1-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,2,3,3a,4,5,6,6a-octahydropentalen-1-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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

Top
Internal ID 1511aed5-2826-4a14-9313-058db53e6a9d
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(1S,3aR,4R,6aR)-4-[4-[(1R,2S)-1,3-dihydroxy-1-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,2,3,3a,4,5,6,6a-octahydropentalen-1-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1OC(CO)C(C2=CC(=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)OC)O)OC)C4CCC5C4CCC5C6=CC(=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@@H](CO)[C@@H](C2=CC(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC)O)OC)[C@@H]4CC[C@@H]5[C@H]4CC[C@@H]5C6=CC(=C(C=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)OC
InChI InChI=1S/C45H60O19/c1-56-29-13-20(5-11-27(29)61-44-41(54)39(52)37(50)34(18-47)63-44)23-7-9-26-24(8-10-25(23)26)22-15-31(58-3)43(32(16-22)59-4)60-33(17-46)36(49)21-6-12-28(30(14-21)57-2)62-45-42(55)40(53)38(51)35(19-48)64-45/h5-6,11-16,23-26,33-42,44-55H,7-10,17-19H2,1-4H3/t23-,24+,25+,26+,33+,34-,35-,36-,37-,38-,39+,40+,41-,42-,44-,45-/m1/s1
InChI Key DWTGFYVNNJLCRB-QPMJMNORSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C45H60O19
Molecular Weight 904.90 g/mol
Exact Mass 904.37287968 g/mol
Topological Polar Surface Area (TPSA) 285.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 0.24
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[4-[(1S,3aR,4R,6aR)-4-[4-[(1R,2S)-1,3-dihydroxy-1-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,2,3,3a,4,5,6,6a-octahydropentalen-1-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5416 54.16%
Caco-2 - 0.8608 86.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7602 76.02%
OATP2B1 inhibitior - 0.7259 72.59%
OATP1B1 inhibitior + 0.8705 87.05%
OATP1B3 inhibitior + 0.9549 95.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9037 90.37%
P-glycoprotein inhibitior + 0.7488 74.88%
P-glycoprotein substrate - 0.5908 59.08%
CYP3A4 substrate + 0.6137 61.37%
CYP2C9 substrate - 0.8102 81.02%
CYP2D6 substrate - 0.7408 74.08%
CYP3A4 inhibition - 0.9466 94.66%
CYP2C9 inhibition - 0.8628 86.28%
CYP2C19 inhibition - 0.8070 80.70%
CYP2D6 inhibition - 0.9101 91.01%
CYP1A2 inhibition - 0.7970 79.70%
CYP2C8 inhibition + 0.5812 58.12%
CYP inhibitory promiscuity - 0.7067 70.67%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6770 67.70%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.8414 84.14%
Skin corrosion - 0.9603 96.03%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8322 83.22%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9161 91.61%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9380 93.80%
Acute Oral Toxicity (c) III 0.5990 59.90%
Estrogen receptor binding + 0.8030 80.30%
Androgen receptor binding + 0.6632 66.32%
Thyroid receptor binding + 0.5888 58.88%
Glucocorticoid receptor binding + 0.6939 69.39%
Aromatase binding + 0.6158 61.58%
PPAR gamma + 0.7448 74.48%
Honey bee toxicity - 0.7836 78.36%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8397 83.97%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.08% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.15% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.72% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.12% 89.62%
CHEMBL2581 P07339 Cathepsin D 92.05% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.04% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.72% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.99% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.32% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.26% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.30% 89.00%
CHEMBL4208 P20618 Proteasome component C5 85.39% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.12% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.85% 92.62%
CHEMBL4581 P52732 Kinesin-like protein 1 81.75% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.01% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.00% 95.56%

Plants that contains it

Top
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.
Eucommia ulmoides

Cross-Links

Top
PubChem 162888677
LOTUS LTS0273460
wikiData Q104990730