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[(5S,6R,7S,8R,9R,10S,13S,17S)-6-methoxy-4,4,8,10,13-pentamethyl-3,16-dioxo-17-[(2S)-1-oxobutan-2-yl]-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-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 f27df3be-9dbe-4d26-bf6c-96b2b07adfa3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name [(5S,6R,7S,8R,9R,10S,13S,17S)-6-methoxy-4,4,8,10,13-pentamethyl-3,16-dioxo-17-[(2S)-1-oxobutan-2-yl]-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CCC(C=O)C1C(=O)C=C2C1(CCC3C2(C(C(C4C3(C=CC(=O)C4(C)C)C)OC)OC(=O)C)C)C
SMILES (Isomeric) CC[C@H](C=O)[C@@H]1C(=O)C=C2[C@]1(CC[C@H]3[C@]2([C@@H]([C@@H]([C@H]4[C@]3(C=CC(=O)C4(C)C)C)OC)OC(=O)C)C)C
InChI InChI=1S/C29H40O6/c1-9-17(15-30)22-18(32)14-20-27(22,5)12-10-19-28(6)13-11-21(33)26(3,4)24(28)23(34-8)25(29(19,20)7)35-16(2)31/h11,13-15,17,19,22-25H,9-10,12H2,1-8H3/t17-,19-,22-,23-,24-,25-,27-,28+,29-/m1/s1
InChI Key YNXQXJIXLIRWJC-JQOIMNFVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O6
Molecular Weight 484.60 g/mol
Exact Mass 484.28248899 g/mol
Topological Polar Surface Area (TPSA) 86.70 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5S,6R,7S,8R,9R,10S,13S,17S)-6-methoxy-4,4,8,10,13-pentamethyl-3,16-dioxo-17-[(2S)-1-oxobutan-2-yl]-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-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 + 0.9969 99.69%
Caco-2 - 0.6082 60.82%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7567 75.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7743 77.43%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8643 86.43%
P-glycoprotein inhibitior + 0.8193 81.93%
P-glycoprotein substrate + 0.5305 53.05%
CYP3A4 substrate + 0.6841 68.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition - 0.7784 77.84%
CYP2C9 inhibition - 0.6966 69.66%
CYP2C19 inhibition - 0.7481 74.81%
CYP2D6 inhibition - 0.8860 88.60%
CYP1A2 inhibition - 0.8654 86.54%
CYP2C8 inhibition + 0.5177 51.77%
CYP inhibitory promiscuity - 0.5782 57.82%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9320 93.20%
Carcinogenicity (trinary) Non-required 0.5901 59.01%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.5893 58.93%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6949 69.49%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5406 54.06%
skin sensitisation - 0.6883 68.83%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7532 75.32%
Acute Oral Toxicity (c) III 0.6188 61.88%
Estrogen receptor binding + 0.8546 85.46%
Androgen receptor binding + 0.7247 72.47%
Thyroid receptor binding + 0.7153 71.53%
Glucocorticoid receptor binding + 0.7980 79.80%
Aromatase binding + 0.6963 69.63%
PPAR gamma + 0.7139 71.39%
Honey bee toxicity - 0.7822 78.22%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.59% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.54% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.56% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.48% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 90.00% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.86% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 89.57% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.94% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.90% 82.69%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.44% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.43% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.66% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.69% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.18% 93.00%
CHEMBL5028 O14672 ADAM10 80.61% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.24% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.01% 99.23%

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.
Azadirachta indica

Cross-Links

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PubChem 163082706
LOTUS LTS0014494
wikiData Q105351154