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2,3,9,14-Tetrahydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,11,12,15,16,17-decahydrocyclopenta[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 2d6e43e0-eaac-41d0-b166-c74ff7a235a5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name 2,3,9,14-tetrahydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC3(C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O)O
SMILES (Isomeric) CC12CCC3(C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O)O
InChI InChI=1S/C27H44O8/c1-22(2,32)8-7-21(31)25(5,33)19-6-9-26(34)20-13-16(28)15-12-17(29)18(30)14-24(15,4)27(20,35)11-10-23(19,26)3/h13,15,17-19,21,29-35H,6-12,14H2,1-5H3
InChI Key AHHRNGCAWAPZKG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O8
Molecular Weight 496.60 g/mol
Exact Mass 496.30361836 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,3,9,14-Tetrahydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,11,12,15,16,17-decahydrocyclopenta[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 + 0.9876 98.76%
Caco-2 - 0.6024 60.24%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7639 76.39%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.9227 92.27%
OATP1B3 inhibitior + 0.8829 88.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8087 80.87%
P-glycoprotein inhibitior - 0.6579 65.79%
P-glycoprotein substrate + 0.5611 56.11%
CYP3A4 substrate + 0.6790 67.90%
CYP2C9 substrate - 0.8117 81.17%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8669 86.69%
CYP2C9 inhibition - 0.8366 83.66%
CYP2C19 inhibition - 0.7655 76.55%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition - 0.9041 90.41%
CYP2C8 inhibition - 0.6840 68.40%
CYP inhibitory promiscuity - 0.8821 88.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6704 67.04%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9364 93.64%
Skin irritation + 0.6255 62.55%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6885 68.85%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7651 76.51%
skin sensitisation - 0.7756 77.56%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7769 77.69%
Acute Oral Toxicity (c) I 0.5472 54.72%
Estrogen receptor binding + 0.7918 79.18%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding + 0.6267 62.67%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.7175 71.75%
PPAR gamma - 0.5163 51.63%
Honey bee toxicity - 0.8032 80.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9906 99.06%

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 99.01% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.70% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.13% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.87% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.59% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.96% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.93% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.56% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.47% 90.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.81% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.01% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.53% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.53% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.15% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.30% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.13% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.57% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.20% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.12% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.88% 93.99%
CHEMBL1871 P10275 Androgen Receptor 80.15% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.14% 91.07%

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.
Silene italica

Cross-Links

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PubChem 22298199
LOTUS LTS0205953
wikiData Q104912238