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(3S,5R,6R,9S,10R,13R,14R,17R)-6-methoxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5-diol

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 f026140c-f157-4596-91f6-62bf436b9652
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3S,5R,6R,9S,10R,13R,14R,17R)-6-methoxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5-diol
SMILES (Canonical) CC(C)CC=CC(C)C1CCC2C1(CCC3C2=CC(C4(C3(CCC(C4)O)C)O)OC)C
SMILES (Isomeric) C[C@H](/C=C/CC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)OC)C
InChI InChI=1S/C28H46O3/c1-18(2)8-7-9-19(3)22-10-11-23-21-16-25(31-6)28(30)17-20(29)12-15-27(28,5)24(21)13-14-26(22,23)4/h7,9,16,18-20,22-25,29-30H,8,10-15,17H2,1-6H3/b9-7+/t19-,20+,22-,23+,24+,25-,26-,27-,28+/m1/s1
InChI Key PXLMWINGEHAKIY-TYBRRPGJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H46O3
Molecular Weight 430.70 g/mol
Exact Mass 430.34469533 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.90
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,6R,9S,10R,13R,14R,17R)-6-methoxy-10,13-dimethyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 + 0.5400 54.00%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6313 63.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7586 75.86%
OATP1B3 inhibitior + 0.9244 92.44%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6046 60.46%
P-glycoprotein inhibitior - 0.5587 55.87%
P-glycoprotein substrate - 0.5244 52.44%
CYP3A4 substrate + 0.6843 68.43%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate - 0.7662 76.62%
CYP3A4 inhibition - 0.8682 86.82%
CYP2C9 inhibition - 0.6617 66.17%
CYP2C19 inhibition - 0.5898 58.98%
CYP2D6 inhibition - 0.9293 92.93%
CYP1A2 inhibition - 0.8233 82.33%
CYP2C8 inhibition - 0.6239 62.39%
CYP inhibitory promiscuity - 0.6548 65.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6312 63.12%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9683 96.83%
Skin irritation - 0.5207 52.07%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7060 70.60%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5853 58.53%
skin sensitisation - 0.7715 77.15%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8701 87.01%
Acute Oral Toxicity (c) I 0.4329 43.29%
Estrogen receptor binding + 0.8440 84.40%
Androgen receptor binding + 0.6095 60.95%
Thyroid receptor binding + 0.6704 67.04%
Glucocorticoid receptor binding + 0.7555 75.55%
Aromatase binding + 0.5466 54.66%
PPAR gamma + 0.5624 56.24%
Honey bee toxicity - 0.7733 77.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9684 96.84%

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 98.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.93% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.08% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.56% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 93.13% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.42% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 91.22% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.48% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.31% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.06% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.95% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.93% 91.07%
CHEMBL2581 P07339 Cathepsin D 85.80% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 85.04% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.33% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.62% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.21% 95.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.79% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.51% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.50% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.92% 100.00%
CHEMBL2885 P07451 Carbonic anhydrase III 80.33% 87.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 14159787
LOTUS LTS0008448
wikiData Q105216239