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[(3S,5R,8R,9S,10R,13R,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 47d462dd-b33b-46b5-9e1a-93e603b45aa1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3S,5R,8R,9S,10R,13R,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC(=O)C=CC4=CC(=C(C=C4)O)O)C)CCC5C3(CCC5C6(CCC(O6)C(C)(C)O)C)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@H]1CC[C@@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)/C=C/C5=CC(=C(C=C5)O)O)C)C)[C@@]6(CC[C@@H](O6)C(C)(C)O)C
InChI InChI=1S/C39H58O6/c1-34(2)29-16-21-38(7)30(13-11-25-26(15-20-37(25,38)6)39(8)22-18-32(45-39)35(3,4)43)36(29,5)19-17-31(34)44-33(42)14-10-24-9-12-27(40)28(41)23-24/h9-10,12,14,23,25-26,29-32,40-41,43H,11,13,15-22H2,1-8H3/b14-10+/t25-,26+,29+,30+,31+,32-,36+,37-,38-,39+/m1/s1
InChI Key RXUXWBTUCWSGRB-ZWJLTWKBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O6
Molecular Weight 622.90 g/mol
Exact Mass 622.42333957 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 9.20
Atomic LogP (AlogP) 8.42
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9S,10R,13R,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8289 82.89%
OATP2B1 inhibitior - 0.5697 56.97%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior - 0.2508 25.08%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7608 76.08%
BSEP inhibitior + 0.9254 92.54%
P-glycoprotein inhibitior + 0.7673 76.73%
P-glycoprotein substrate - 0.6564 65.64%
CYP3A4 substrate + 0.7315 73.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8757 87.57%
CYP3A4 inhibition + 0.5766 57.66%
CYP2C9 inhibition - 0.7075 70.75%
CYP2C19 inhibition - 0.5248 52.48%
CYP2D6 inhibition - 0.9104 91.04%
CYP1A2 inhibition + 0.5722 57.22%
CYP2C8 inhibition + 0.8340 83.40%
CYP inhibitory promiscuity - 0.6920 69.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5148 51.48%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9215 92.15%
Skin irritation - 0.6679 66.79%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7003 70.03%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8706 87.06%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9576 95.76%
Acute Oral Toxicity (c) III 0.3787 37.87%
Estrogen receptor binding + 0.7552 75.52%
Androgen receptor binding + 0.8240 82.40%
Thyroid receptor binding + 0.5397 53.97%
Glucocorticoid receptor binding + 0.8197 81.97%
Aromatase binding + 0.7796 77.96%
PPAR gamma + 0.7482 74.82%
Honey bee toxicity - 0.7296 72.96%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.40% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.54% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.01% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.11% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.71% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.23% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 89.78% 91.49%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.29% 80.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.29% 92.94%
CHEMBL3194 P02766 Transthyretin 89.09% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.87% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.89% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.59% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.16% 91.03%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.65% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.39% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.82% 85.30%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.25% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.82% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.23% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.73% 100.00%
CHEMBL5028 O14672 ADAM10 80.65% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.50% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.34% 91.07%

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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 163190595
LOTUS LTS0235791
wikiData Q105247295