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(5S,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-hydroxyethyl]-3,3-dimethoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-16-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 ee5b9c14-ef3f-408c-93c6-1158fc576a4c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (5S,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-hydroxyethyl]-3,3-dimethoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-16-one
SMILES (Canonical) CC(C1(C(=O)CC2C1(CCC3C2CCC4C3(CCC(C4)(OC)OC)C)C)O)O
SMILES (Isomeric) C[C@H]([C@]1(C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(C4)(OC)OC)C)C)O)O
InChI InChI=1S/C23H38O5/c1-14(24)23(26)19(25)12-18-16-7-6-15-13-22(27-4,28-5)11-10-20(15,2)17(16)8-9-21(18,23)3/h14-18,24,26H,6-13H2,1-5H3/t14-,15+,16-,17+,18+,20+,21+,23-/m1/s1
InChI Key KYGPNWVAMZIKIS-FZNLMXJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H38O5
Molecular Weight 394.50 g/mol
Exact Mass 394.27192431 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.31
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9560 95.60%
Caco-2 - 0.5693 56.93%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7908 79.08%
OATP2B1 inhibitior - 0.7271 72.71%
OATP1B1 inhibitior + 0.8826 88.26%
OATP1B3 inhibitior + 0.8054 80.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior - 0.4778 47.78%
P-glycoprotein inhibitior - 0.7143 71.43%
P-glycoprotein substrate - 0.7418 74.18%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8306 83.06%
CYP3A4 inhibition - 0.8632 86.32%
CYP2C9 inhibition - 0.8253 82.53%
CYP2C19 inhibition - 0.8002 80.02%
CYP2D6 inhibition - 0.9700 97.00%
CYP1A2 inhibition + 0.5835 58.35%
CYP2C8 inhibition - 0.8196 81.96%
CYP inhibitory promiscuity - 0.9814 98.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9820 98.20%
Carcinogenicity (trinary) Non-required 0.6329 63.29%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9312 93.12%
Skin irritation + 0.5409 54.09%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7694 76.94%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5712 57.12%
skin sensitisation - 0.8798 87.98%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7583 75.83%
Acute Oral Toxicity (c) III 0.3761 37.61%
Estrogen receptor binding + 0.8675 86.75%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding + 0.6480 64.80%
Glucocorticoid receptor binding + 0.8393 83.93%
Aromatase binding + 0.8014 80.14%
PPAR gamma - 0.5449 54.49%
Honey bee toxicity - 0.7534 75.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9731 97.31%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.83% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.42% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.58% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.74% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.56% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.21% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.76% 93.03%
CHEMBL2581 P07339 Cathepsin D 86.66% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.63% 96.38%
CHEMBL1871 P10275 Androgen Receptor 85.07% 96.43%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.64% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.19% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.05% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 84.03% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.93% 100.00%
CHEMBL240 Q12809 HERG 83.15% 89.76%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.59% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.97% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.79% 90.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.93% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.72% 95.89%

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.
Aglaia silvestris

Cross-Links

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PubChem 102026325
LOTUS LTS0159029
wikiData Q105147713