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(2R,6R)-6-[[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyl-2H-pyran-5-one

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 671149be-6318-4b30-a47a-c715eaa6f7a8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (2R,6R)-6-[[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyl-2H-pyran-5-one
SMILES (Canonical) CC1C=C(C(=O)C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5(C(C)O)O)C)C)OC
SMILES (Isomeric) C[C@@H]1C=C(C(=O)[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4CC=C3C2)CC[C@@]5([C@H](C)O)O)C)C)OC
InChI InChI=1S/C28H42O6/c1-16-14-23(32-5)24(30)25(33-16)34-19-8-11-26(3)18(15-19)6-7-20-21(26)9-12-27(4)22(20)10-13-28(27,31)17(2)29/h6,14,16-17,19-22,25,29,31H,7-13,15H2,1-5H3/t16-,17+,19+,20-,21+,22+,25+,26+,27+,28+/m1/s1
InChI Key BKSQGHJUZLOGBO-PPFJBMCYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O6
Molecular Weight 474.60 g/mol
Exact Mass 474.29813906 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,6R)-6-[[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyl-2H-pyran-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9608 96.08%
Caco-2 - 0.7015 70.15%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7433 74.33%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.8847 88.47%
OATP1B3 inhibitior + 0.9206 92.06%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.8742 87.42%
P-glycoprotein inhibitior + 0.6010 60.10%
P-glycoprotein substrate - 0.5348 53.48%
CYP3A4 substrate + 0.7038 70.38%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8864 88.64%
CYP3A4 inhibition - 0.8676 86.76%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition - 0.8376 83.76%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.6518 65.18%
CYP2C8 inhibition + 0.5588 55.88%
CYP inhibitory promiscuity - 0.9635 96.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5986 59.86%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9650 96.50%
Skin irritation + 0.5811 58.11%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.7324 73.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8154 81.54%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5503 55.03%
skin sensitisation - 0.8572 85.72%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5279 52.79%
Acute Oral Toxicity (c) I 0.3334 33.34%
Estrogen receptor binding + 0.7329 73.29%
Androgen receptor binding + 0.7970 79.70%
Thyroid receptor binding + 0.5904 59.04%
Glucocorticoid receptor binding + 0.7664 76.64%
Aromatase binding + 0.6759 67.59%
PPAR gamma - 0.5355 53.55%
Honey bee toxicity - 0.7366 73.66%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9609 96.09%

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 98.46% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.84% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.12% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.03% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.84% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.45% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.12% 100.00%
CHEMBL2581 P07339 Cathepsin D 89.05% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.88% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.28% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.48% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.45% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.07% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.69% 94.00%
CHEMBL1871 P10275 Androgen Receptor 84.64% 96.43%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.55% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.31% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.22% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.23% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.20% 92.88%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.19% 86.00%
CHEMBL4208 P20618 Proteasome component C5 80.43% 90.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.19% 89.05%

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.
Periploca sepium

Cross-Links

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PubChem 162894754
LOTUS LTS0029574
wikiData Q104937772