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(E)-1-[(1S,3R,4R,4aS,8S,8aS)-8-hydroxy-3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4a,7,8-hexahydro-1H-naphthalen-1-yl]-4-(4-hydroxyphenyl)but-3-en-2-one

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 f14c267b-477e-4cba-a3c2-c0c0ec69a4f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (E)-1-[(1S,3R,4R,4aS,8S,8aS)-8-hydroxy-3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4a,7,8-hexahydro-1H-naphthalen-1-yl]-4-(4-hydroxyphenyl)but-3-en-2-one
SMILES (Canonical) CC1=CCC(C2(C1C(C(CC2CC(=O)C=CC3=CC=C(C=C3)O)C(C)(C)O)OC4C(C(C(C(O4)CO)O)O)O)C)O
SMILES (Isomeric) CC1=CC[C@@H]([C@@]2([C@H]1[C@H]([C@@H](C[C@H]2CC(=O)/C=C/C3=CC=C(C=C3)O)C(C)(C)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)O
InChI InChI=1S/C31H44O10/c1-16-5-12-23(35)31(4)18(13-20(34)11-8-17-6-9-19(33)10-7-17)14-21(30(2,3)39)28(24(16)31)41-29-27(38)26(37)25(36)22(15-32)40-29/h5-11,18,21-29,32-33,35-39H,12-15H2,1-4H3/b11-8+/t18-,21-,22-,23+,24-,25-,26+,27-,28+,29+,31-/m1/s1
InChI Key NQZMSBJCERRKFD-ZMTLGYQDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H44O10
Molecular Weight 576.70 g/mol
Exact Mass 576.29344760 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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BDBM50379290

2D Structure

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2D Structure of (E)-1-[(1S,3R,4R,4aS,8S,8aS)-8-hydroxy-3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4a,7,8-hexahydro-1H-naphthalen-1-yl]-4-(4-hydroxyphenyl)but-3-en-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9154 91.54%
Caco-2 - 0.8544 85.44%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.7255 72.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8524 85.24%
OATP1B3 inhibitior + 0.8880 88.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7675 76.75%
P-glycoprotein inhibitior - 0.4916 49.16%
P-glycoprotein substrate - 0.5874 58.74%
CYP3A4 substrate + 0.7090 70.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.9517 95.17%
CYP2C9 inhibition - 0.8174 81.74%
CYP2C19 inhibition - 0.7196 71.96%
CYP2D6 inhibition - 0.8409 84.09%
CYP1A2 inhibition + 0.5134 51.34%
CYP2C8 inhibition + 0.7478 74.78%
CYP inhibitory promiscuity - 0.8082 80.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7149 71.49%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9368 93.68%
Skin irritation - 0.7376 73.76%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7240 72.40%
Micronuclear - 0.6826 68.26%
Hepatotoxicity - 0.7439 74.39%
skin sensitisation - 0.8117 81.17%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7217 72.17%
Acute Oral Toxicity (c) III 0.5269 52.69%
Estrogen receptor binding + 0.8068 80.68%
Androgen receptor binding + 0.7336 73.36%
Thyroid receptor binding + 0.5631 56.31%
Glucocorticoid receptor binding + 0.6933 69.33%
Aromatase binding + 0.6614 66.14%
PPAR gamma + 0.7604 76.04%
Honey bee toxicity - 0.6674 66.74%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9616 96.16%

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 99.30% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.89% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.82% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.93% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.01% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.73% 94.73%
CHEMBL2581 P07339 Cathepsin D 91.50% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.98% 96.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 90.41% 85.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 89.82% 90.93%
CHEMBL4208 P20618 Proteasome component C5 86.73% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.27% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.99% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.54% 89.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.19% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.13% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.45% 96.95%
CHEMBL206 P03372 Estrogen receptor alpha 83.30% 97.64%

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.
Aster koraiensis

Cross-Links

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PubChem 70681005
LOTUS LTS0002740
wikiData Q105184209