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[(3R,6R)-2,6-dihydroxy-2-methyl-6-[(2R,3R,5S,9S,10S,13R,14R,17R)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] 1H-pyrrole-2-carboxylate

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 6bf109c0-52ae-4c3e-96e5-e6f0923e9303
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name [(3R,6R)-2,6-dihydroxy-2-methyl-6-[(2R,3R,5S,9S,10S,13R,14R,17R)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] 1H-pyrrole-2-carboxylate
SMILES (Canonical) CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(CCC(C(C)(C)O)OC(=O)C5=CC=CN5)O)O
SMILES (Isomeric) C[C@]12CC[C@@H]3C(=CC(=O)[C@@H]4[C@]3(C[C@H]([C@@H](C4)O)O)C)[C@]1(CC[C@H]2[C@@](C)(CC[C@H](C(C)(C)O)OC(=O)C5=CC=CN5)O)O
InChI InChI=1S/C32H47NO8/c1-28(2,38)26(41-27(37)21-7-6-14-33-21)10-12-31(5,39)25-9-13-32(40)19-15-22(34)20-16-23(35)24(36)17-29(20,3)18(19)8-11-30(25,32)4/h6-7,14-15,18,20,23-26,33,35-36,38-40H,8-13,16-17H2,1-5H3/t18-,20-,23-,24-,25-,26-,29+,30-,31-,32+/m1/s1
InChI Key AVXVGYYNQOOFRN-VJTAZVOMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H47NO8
Molecular Weight 573.70 g/mol
Exact Mass 573.33016746 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.05
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 [(3R,6R)-2,6-dihydroxy-2-methyl-6-[(2R,3R,5S,9S,10S,13R,14R,17R)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] 1H-pyrrole-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 - 0.8018 80.18%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.6831 68.31%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8913 89.13%
OATP1B3 inhibitior + 0.8677 86.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9498 94.98%
P-glycoprotein inhibitior + 0.6621 66.21%
P-glycoprotein substrate + 0.6631 66.31%
CYP3A4 substrate + 0.7262 72.62%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition + 0.5474 54.74%
CYP2C9 inhibition - 0.7126 71.26%
CYP2C19 inhibition - 0.6661 66.61%
CYP2D6 inhibition - 0.8701 87.01%
CYP1A2 inhibition + 0.5562 55.62%
CYP2C8 inhibition + 0.7006 70.06%
CYP inhibitory promiscuity + 0.5577 55.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5676 56.76%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9308 93.08%
Skin irritation - 0.6386 63.86%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3932 39.32%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5060 50.60%
skin sensitisation - 0.8338 83.38%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8633 86.33%
Acute Oral Toxicity (c) III 0.6037 60.37%
Estrogen receptor binding + 0.6943 69.43%
Androgen receptor binding + 0.7228 72.28%
Thyroid receptor binding + 0.5600 56.00%
Glucocorticoid receptor binding + 0.7608 76.08%
Aromatase binding + 0.6918 69.18%
PPAR gamma + 0.6043 60.43%
Honey bee toxicity - 0.7706 77.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9914 99.14%

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 99.07% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 98.91% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.88% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.99% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.99% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.51% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.94% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.33% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.68% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.03% 97.28%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.03% 93.99%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.91% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.32% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.91% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.04% 97.14%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.32% 94.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.01% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.42% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.71% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 80.93% 97.79%
CHEMBL5028 O14672 ADAM10 80.38% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.02% 93.03%

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.
Vitex canescens

Cross-Links

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PubChem 162844165
LOTUS LTS0249681
wikiData Q104919895