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(5S,8R,9R,10R,11R,13R,14R,17S)-17-[(E,4S)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-11-hydroxy-10-methoxy-4,4,8,14-tetramethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 890d719e-b243-4d0e-871d-e8f1933f2a5c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (5S,8R,9R,10R,11R,13R,14R,17S)-17-[(E,4S)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-11-hydroxy-10-methoxy-4,4,8,14-tetramethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(=CC(C1C(O1)(C)C)O)C2CCC3(C2CC(C4C3(CCC5C4(CCC(=O)C5(C)C)OC)C)O)C
SMILES (Isomeric) C/C(=C\[C@@H]([C@H]1C(O1)(C)C)O)/[C@H]2CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)OC)C)O)C
InChI InChI=1S/C30H48O5/c1-17(15-21(32)25-27(4,5)35-25)18-9-12-28(6)19(18)16-20(31)24-29(28,7)13-10-22-26(2,3)23(33)11-14-30(22,24)34-8/h15,18-22,24-25,31-32H,9-14,16H2,1-8H3/b17-15+/t18-,19-,20-,21+,22+,24+,25+,28-,29-,30-/m1/s1
InChI Key DXNHCFXQVQAQGU-LGNRNATHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.07
H-Bond Acceptor 5
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 (5S,8R,9R,10R,11R,13R,14R,17S)-17-[(E,4S)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-11-hydroxy-10-methoxy-4,4,8,14-tetramethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9874 98.74%
Caco-2 - 0.6689 66.89%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6503 65.03%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.8153 81.53%
OATP1B3 inhibitior + 0.9608 96.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6064 60.64%
BSEP inhibitior + 0.7335 73.35%
P-glycoprotein inhibitior - 0.5121 51.21%
P-glycoprotein substrate - 0.6046 60.46%
CYP3A4 substrate + 0.7005 70.05%
CYP2C9 substrate - 0.8226 82.26%
CYP2D6 substrate - 0.7848 78.48%
CYP3A4 inhibition - 0.7086 70.86%
CYP2C9 inhibition - 0.6820 68.20%
CYP2C19 inhibition - 0.6989 69.89%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.5557 55.57%
CYP2C8 inhibition + 0.6141 61.41%
CYP inhibitory promiscuity - 0.8515 85.15%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5816 58.16%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9389 93.89%
Skin irritation + 0.4921 49.21%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7282 72.82%
skin sensitisation - 0.7602 76.02%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6591 65.91%
Acute Oral Toxicity (c) I 0.3739 37.39%
Estrogen receptor binding + 0.7196 71.96%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding + 0.5886 58.86%
Glucocorticoid receptor binding + 0.7300 73.00%
Aromatase binding + 0.6693 66.93%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6429 64.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9597 95.97%

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 98.37% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.85% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.91% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 90.83% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.93% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 89.80% 95.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.22% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.08% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.05% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.18% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.14% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 87.06% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.06% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.80% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.26% 91.07%
CHEMBL1914 P06276 Butyrylcholinesterase 82.05% 95.00%

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.
Varronia multispicata

Cross-Links

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PubChem 163103916
LOTUS LTS0229952
wikiData Q104991080