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[(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-2,3,5,6,9-pentahydroxy-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

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 6588a617-ca6c-4e8f-8e1e-3a064b737bb7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name [(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-2,3,5,6,9-pentahydroxy-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H48O8/c1-16(2)7-6-8-17(3)19-9-10-20-21-11-24(34)28(35)13-23(33)22(32)12-27(28,15-30)29(21,36)25(37-18(4)31)14-26(19,20)5/h11,16-17,19-20,22-25,30,32-36H,6-10,12-15H2,1-5H3/t17-,19-,20+,22-,23-,24-,25-,26-,27-,28+,29+/m1/s1
InChI Key GQNRRTQQZCHNLE-LKIVACAWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O8
Molecular Weight 524.70 g/mol
Exact Mass 524.33491849 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.07
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-2,3,5,6,9-pentahydroxy-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9716 97.16%
Caco-2 - 0.7163 71.63%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8640 86.40%
OATP2B1 inhibitior - 0.7176 71.76%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior - 0.4000 40.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6818 68.18%
BSEP inhibitior - 0.4883 48.83%
P-glycoprotein inhibitior - 0.5276 52.76%
P-glycoprotein substrate + 0.6762 67.62%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8694 86.94%
CYP3A4 inhibition - 0.9318 93.18%
CYP2C9 inhibition - 0.7485 74.85%
CYP2C19 inhibition - 0.8993 89.93%
CYP2D6 inhibition - 0.9420 94.20%
CYP1A2 inhibition - 0.8859 88.59%
CYP2C8 inhibition - 0.7404 74.04%
CYP inhibitory promiscuity - 0.9050 90.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7178 71.78%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9406 94.06%
Skin irritation + 0.5426 54.26%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.7478 74.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6429 64.29%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6774 67.74%
skin sensitisation - 0.9005 90.05%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7063 70.63%
Acute Oral Toxicity (c) III 0.6949 69.49%
Estrogen receptor binding + 0.7658 76.58%
Androgen receptor binding + 0.7278 72.78%
Thyroid receptor binding - 0.5303 53.03%
Glucocorticoid receptor binding + 0.6475 64.75%
Aromatase binding + 0.6271 62.71%
PPAR gamma + 0.5374 53.74%
Honey bee toxicity - 0.8559 85.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7750 77.50%
Fish aquatic toxicity + 0.9890 98.90%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.68% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.51% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.02% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.47% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.22% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.83% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.51% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.49% 85.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.49% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.74% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.01% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.88% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.36% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.01% 82.69%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.79% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.76% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.66% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.58% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.28% 97.14%

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.
There are no matching plants.

Cross-Links

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PubChem 21609793
LOTUS LTS0063191
wikiData Q105015476