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(2S,5S)-5,6-dimethyl-2-[(3S,5S,8S,9R,10R,13R,14R,17R)-3,5,8-trihydroxy-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-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 d86ad28b-d863-448b-bda3-031bda96e074
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,5S)-5,6-dimethyl-2-[(3S,5S,8S,9R,10R,13R,14R,17R)-3,5,8-trihydroxy-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-one
SMILES (Canonical) CC(C)C(C)CC(=O)C(C)C1CCC2C1(CCC3C2(C=CC4(C3(CCC(C4)O)C)O)O)C
SMILES (Isomeric) C[C@@H](CC(=O)[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@@]2(C=C[C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C)C(C)C
InChI InChI=1S/C28H46O4/c1-17(2)18(3)15-22(30)19(4)21-7-8-23-25(21,5)11-10-24-26(6)12-9-20(29)16-27(26,31)13-14-28(23,24)32/h13-14,17-21,23-24,29,31-32H,7-12,15-16H2,1-6H3/t18-,19-,20-,21+,23+,24+,25+,26+,27+,28-/m0/s1
InChI Key ZRGWVHMNUYCRPZ-BXDWAEKKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O4
Molecular Weight 446.70 g/mol
Exact Mass 446.33960994 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.90
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,5S)-5,6-dimethyl-2-[(3S,5S,8S,9R,10R,13R,14R,17R)-3,5,8-trihydroxy-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-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 + 0.9905 99.05%
Caco-2 - 0.5635 56.35%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6805 68.05%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8424 84.24%
OATP1B3 inhibitior + 0.9181 91.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9475 94.75%
P-glycoprotein inhibitior - 0.5442 54.42%
P-glycoprotein substrate - 0.5615 56.15%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8260 82.60%
CYP3A4 inhibition - 0.7408 74.08%
CYP2C9 inhibition - 0.8527 85.27%
CYP2C19 inhibition - 0.8565 85.65%
CYP2D6 inhibition - 0.9668 96.68%
CYP1A2 inhibition - 0.8525 85.25%
CYP2C8 inhibition - 0.6677 66.77%
CYP inhibitory promiscuity - 0.8418 84.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6958 69.58%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9582 95.82%
Skin irritation + 0.6404 64.04%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4101 41.01%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6114 61.14%
skin sensitisation - 0.7288 72.88%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8243 82.43%
Acute Oral Toxicity (c) I 0.6832 68.32%
Estrogen receptor binding + 0.8521 85.21%
Androgen receptor binding + 0.6928 69.28%
Thyroid receptor binding + 0.6573 65.73%
Glucocorticoid receptor binding + 0.7617 76.17%
Aromatase binding + 0.5756 57.56%
PPAR gamma - 0.5281 52.81%
Honey bee toxicity - 0.8383 83.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9883 98.83%

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 97.45% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.25% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.18% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.17% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.56% 96.61%
CHEMBL268 P43235 Cathepsin K 90.35% 96.85%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.92% 93.04%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.10% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.99% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 87.72% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.12% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.19% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.18% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.47% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.26% 93.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.75% 97.28%

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.
Ligularia nanchuanica

Cross-Links

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PubChem 163046121
LOTUS LTS0033449
wikiData Q105381970