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Acanthosessiligenin II

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 f4b89023-b278-4c7c-9185-11beaa69c183
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid acids > 3-carboxy steroids
IUPAC Name (1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosane-18-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CC(C4C(C3(CC2)C)(CCC5C4(C(OC5(C)C)CC(=O)OC)C)C)O)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C[C@H]([C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@H](OC5(C)C)CC(=O)OC)C)C)O)C(=O)O
InChI InChI=1S/C31H48O6/c1-17(2)18-9-12-31(26(34)35)14-13-28(5)19(24(18)31)15-20(32)25-29(28,6)11-10-21-27(3,4)37-22(30(21,25)7)16-23(33)36-8/h18-22,24-25,32H,1,9-16H2,2-8H3,(H,34,35)/t18-,19+,20+,21-,22+,24+,25-,28+,29+,30+,31-/m0/s1
InChI Key GMWCFIADDGQIDG-KTJYCLMOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H48O6
Molecular Weight 516.70 g/mol
Exact Mass 516.34508925 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.62
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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(1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo(11.7.0.02,10.05,9.014,18)icosane-18-carboxylic acid
(1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosane-18-carboxylic acid
RefChem:108703
CHEMBL2063156

2D Structure

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2D Structure of Acanthosessiligenin II

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 - 0.6541 65.41%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7615 76.15%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8034 80.34%
OATP1B3 inhibitior - 0.2998 29.98%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.6642 66.42%
P-glycoprotein inhibitior - 0.5785 57.85%
P-glycoprotein substrate + 0.6151 61.51%
CYP3A4 substrate + 0.7034 70.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8642 86.42%
CYP3A4 inhibition + 0.6558 65.58%
CYP2C9 inhibition - 0.7000 70.00%
CYP2C19 inhibition - 0.8006 80.06%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.7368 73.68%
CYP2C8 inhibition + 0.7000 70.00%
CYP inhibitory promiscuity - 0.8291 82.91%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6036 60.36%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9165 91.65%
Skin irritation + 0.4944 49.44%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.6764 67.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5104 51.04%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8066 80.66%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5890 58.90%
Acute Oral Toxicity (c) I 0.5868 58.68%
Estrogen receptor binding + 0.7022 70.22%
Androgen receptor binding + 0.7733 77.33%
Thyroid receptor binding + 0.5693 56.93%
Glucocorticoid receptor binding + 0.7764 77.64%
Aromatase binding + 0.7351 73.51%
PPAR gamma + 0.5975 59.75%
Honey bee toxicity - 0.6791 67.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9960 99.60%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.04% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.50% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.90% 85.14%
CHEMBL233 P35372 Mu opioid receptor 90.88% 97.93%
CHEMBL340 P08684 Cytochrome P450 3A4 90.76% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.51% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.09% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.73% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.14% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.95% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.77% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.71% 96.61%
CHEMBL5028 O14672 ADAM10 84.31% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.00% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.98% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.94% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.43% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.18% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.01% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.92% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.24% 91.24%

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.
Eleutherococcus sessiliflorus

Cross-Links

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PubChem 60154972
LOTUS LTS0253279
wikiData Q105012196