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(3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-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

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Internal ID 257708a5-65e8-44bc-b9ed-da2f8c39abb0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-triol
SMILES (Canonical) CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)O)O)C
SMILES (Isomeric) C[C@]12CCC34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@@]6(CC[C@@H](O6)C(C)(C)O)C)O)C)O)(C)C)O
InChI InChI=1S/C30H50O5/c1-24(2)20(33)8-11-30-16-29(30)13-12-26(5)23(28(7)10-9-21(35-28)25(3,4)34)18(32)15-27(26,6)19(29)14-17(31)22(24)30/h17-23,31-34H,8-16H2,1-7H3/t17-,18-,19-,20-,21+,22-,23-,26+,27-,28-,29?,30+/m0/s1
InChI Key WENNXORDXYGDTP-IZEKEORKSA-N
Popularity 61 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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Cyclogalegigenin
Astramembrangenin
84605-18-5
AKOS025402397
AC-8844

2D Structure

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2D Structure of (3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9862 98.62%
Caco-2 - 0.6857 68.57%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6039 60.39%
OATP2B1 inhibitior - 0.5754 57.54%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior + 0.9143 91.43%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior - 0.7781 77.81%
P-glycoprotein inhibitior - 0.6418 64.18%
P-glycoprotein substrate - 0.6455 64.55%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.7024 70.24%
CYP3A4 inhibition - 0.6923 69.23%
CYP2C9 inhibition - 0.7292 72.92%
CYP2C19 inhibition - 0.7062 70.62%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition - 0.6774 67.74%
CYP2C8 inhibition - 0.5757 57.57%
CYP inhibitory promiscuity - 0.8847 88.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5605 56.05%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9239 92.39%
Skin irritation - 0.6080 60.80%
Skin corrosion - 0.9114 91.14%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4082 40.82%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6091 60.91%
skin sensitisation - 0.8262 82.62%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8358 83.58%
Acute Oral Toxicity (c) III 0.3318 33.18%
Estrogen receptor binding + 0.6956 69.56%
Androgen receptor binding + 0.7344 73.44%
Thyroid receptor binding + 0.6239 62.39%
Glucocorticoid receptor binding + 0.7000 70.00%
Aromatase binding + 0.7415 74.15%
PPAR gamma + 0.5732 57.32%
Honey bee toxicity - 0.7512 75.12%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9485 94.85%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.73% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL204 P00734 Thrombin 93.87% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.23% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.20% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.48% 96.95%
CHEMBL284 P27487 Dipeptidyl peptidase IV 89.81% 95.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.74% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.73% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 88.49% 95.00%
CHEMBL1871 P10275 Androgen Receptor 88.24% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.87% 96.77%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.42% 97.31%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.11% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 86.47% 95.38%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 86.25% 95.42%
CHEMBL240 Q12809 HERG 85.66% 89.76%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.24% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.75% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.73% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.39% 89.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.96% 83.57%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.37% 85.30%
CHEMBL2996 Q05655 Protein kinase C delta 82.32% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.17% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.04% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.73% 95.89%

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.
Astragalus mongholicus
Oryza sativa

Cross-Links

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PubChem 53486374
NPASS NPC221504