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(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-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 274bbe88-163d-418d-84ca-9ea60b045f20
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-triol
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)O)O)C)C)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)(C)O)O)[C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)O)C)C)O
InChI InChI=1S/C30H52O5/c1-17(8-9-22(34)26(4,5)35)23-19(32)15-28(7)20-14-18(31)24-25(2,3)21(33)10-11-30(24)16-29(20,30)13-12-27(23,28)6/h17-24,31-35H,8-16H2,1-7H3/t17-,18+,19+,20+,21+,22+,23+,24+,27-,28+,29+,30-/m1/s1
InChI Key NNYKOYIGBZQYAI-MQGITODGSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O5
Molecular Weight 492.70 g/mol
Exact Mass 492.38147475 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.28
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-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 + 0.9791 97.91%
Caco-2 - 0.6822 68.22%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6283 62.83%
OATP2B1 inhibitior - 0.5741 57.41%
OATP1B1 inhibitior + 0.8669 86.69%
OATP1B3 inhibitior + 0.9561 95.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6200 62.00%
P-glycoprotein inhibitior - 0.6246 62.46%
P-glycoprotein substrate - 0.5384 53.84%
CYP3A4 substrate + 0.6635 66.35%
CYP2C9 substrate + 0.5963 59.63%
CYP2D6 substrate - 0.7274 72.74%
CYP3A4 inhibition - 0.8100 81.00%
CYP2C9 inhibition - 0.7839 78.39%
CYP2C19 inhibition - 0.7718 77.18%
CYP2D6 inhibition - 0.9606 96.06%
CYP1A2 inhibition - 0.7633 76.33%
CYP2C8 inhibition - 0.6606 66.06%
CYP inhibitory promiscuity - 0.9284 92.84%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.7329 73.29%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9263 92.63%
Skin irritation + 0.5100 51.00%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.7015 70.15%
Human Ether-a-go-go-Related Gene inhibition + 0.6483 64.83%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.7162 71.62%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8051 80.51%
Acute Oral Toxicity (c) III 0.5853 58.53%
Estrogen receptor binding + 0.7324 73.24%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.6005 60.05%
Glucocorticoid receptor binding + 0.7342 73.42%
Aromatase binding + 0.6979 69.79%
PPAR gamma + 0.5319 53.19%
Honey bee toxicity - 0.7225 72.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9722 97.22%

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 99.56% 97.25%
CHEMBL284 P27487 Dipeptidyl peptidase IV 96.22% 95.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.06% 95.58%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 95.61% 95.42%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.04% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.89% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.88% 91.11%
CHEMBL3837 P07711 Cathepsin L 92.37% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 92.36% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.40% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.33% 82.69%
CHEMBL2581 P07339 Cathepsin D 90.20% 98.95%
CHEMBL238 Q01959 Dopamine transporter 88.48% 95.88%
CHEMBL240 Q12809 HERG 88.16% 89.76%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.96% 94.45%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 87.95% 95.27%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.49% 98.05%
CHEMBL226 P30542 Adenosine A1 receptor 87.48% 95.93%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.22% 90.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.05% 91.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.81% 96.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.62% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.39% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.28% 85.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.98% 85.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.57% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.22% 92.88%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.22% 97.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.01% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.95% 92.86%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.85% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.71% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 83.58% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.21% 94.75%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.12% 99.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.91% 99.17%
CHEMBL206 P03372 Estrogen receptor alpha 82.17% 97.64%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.85% 98.75%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.44% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL1871 P10275 Androgen Receptor 81.21% 96.43%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.06% 98.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.86% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.44% 93.56%

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 bungeanus
Astragalus caucasicus
Astragalus tragacantha

Cross-Links

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PubChem 13943302
LOTUS LTS0239825
wikiData Q104401905