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(2S,3R,5R,10R,13R,17S)-17-[(2R)-2,3-dihydroxy-5-(1-hydroxyethyl)-6-methylhept-6-en-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-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 9b5302f0-9818-454c-a3c1-bb88f351167c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2S,3R,5R,10R,13R,17S)-17-[(2R)-2,3-dihydroxy-5-(1-hydroxyethyl)-6-methylhept-6-en-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(=C)C)O
SMILES (Isomeric) CC(C(CC([C@@](C)([C@H]1CCC2([C@@]1(CCC3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O)C(=C)C)O
InChI InChI=1S/C29H46O7/c1-15(2)17(16(3)30)11-25(34)28(6,35)24-8-10-29(36)19-12-21(31)20-13-22(32)23(33)14-26(20,4)18(19)7-9-27(24,29)5/h12,16-18,20,22-25,30,32-36H,1,7-11,13-14H2,2-6H3/t16?,17?,18?,20-,22+,23-,24-,25?,26+,27+,28+,29?/m0/s1
InChI Key VEIMPAGTQSNXNE-ZQSRMBIWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O7
Molecular Weight 506.70 g/mol
Exact Mass 506.32435380 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,10R,13R,17S)-17-[(2R)-2,3-dihydroxy-5-(1-hydroxyethyl)-6-methylhept-6-en-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.6121 61.21%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7520 75.20%
OATP2B1 inhibitior - 0.5769 57.69%
OATP1B1 inhibitior + 0.8992 89.92%
OATP1B3 inhibitior + 0.9320 93.20%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.5899 58.99%
P-glycoprotein inhibitior - 0.5768 57.68%
P-glycoprotein substrate + 0.6011 60.11%
CYP3A4 substrate + 0.7096 70.96%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.7764 77.64%
CYP2C9 inhibition - 0.8843 88.43%
CYP2C19 inhibition - 0.8004 80.04%
CYP2D6 inhibition - 0.9446 94.46%
CYP1A2 inhibition - 0.9192 91.92%
CYP2C8 inhibition + 0.4633 46.33%
CYP inhibitory promiscuity - 0.9152 91.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6802 68.02%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9402 94.02%
Skin irritation + 0.6866 68.66%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3607 36.07%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5128 51.28%
skin sensitisation - 0.7728 77.28%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8015 80.15%
Acute Oral Toxicity (c) III 0.4877 48.77%
Estrogen receptor binding + 0.7079 70.79%
Androgen receptor binding + 0.7109 71.09%
Thyroid receptor binding + 0.6168 61.68%
Glucocorticoid receptor binding + 0.7251 72.51%
Aromatase binding + 0.6630 66.30%
PPAR gamma - 0.4871 48.71%
Honey bee toxicity - 0.7664 76.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9955 99.55%

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 99.41% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.38% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.44% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 93.94% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.34% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.21% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.82% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.68% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.45% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.17% 97.14%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.78% 94.78%
CHEMBL1871 P10275 Androgen Receptor 88.14% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.24% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.59% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.42% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 85.06% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.62% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.47% 93.99%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.14% 96.90%
CHEMBL1902 P62942 FK506-binding protein 1A 82.47% 97.05%
CHEMBL3524 P56524 Histone deacetylase 4 81.01% 92.97%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.55% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.14% 100.00%

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.
Ajuga decumbens

Cross-Links

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PubChem 5316428
NPASS NPC52815
LOTUS LTS0139425
wikiData Q105284620