6,14,17-Trihydroxy-17-[1-(2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl)ethyl]-10,13-dimethyl-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-1-one

Details

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Internal ID edc29b49-9740-4a6a-a1df-97fa7eabdec6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name 6,14,17-trihydroxy-17-[1-(2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl)ethyl]-10,13-dimethyl-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-1-one
SMILES (Canonical) CC(C1CC2(C(O2)(C(O1)O)C)C)C3(CCC4(C3(CCC5C4CC(C6=CC=CC(=O)C56C)O)C)O)O
SMILES (Isomeric) CC(C1CC2(C(O2)(C(O1)O)C)C)C3(CCC4(C3(CCC5C4CC(C6=CC=CC(=O)C56C)O)C)O)O
InChI InChI=1S/C28H40O7/c1-15(20-14-24(3)26(5,35-24)22(31)34-20)27(32)11-12-28(33)18-13-19(29)17-7-6-8-21(30)25(17,4)16(18)9-10-23(27,28)2/h6-8,15-16,18-20,22,29,31-33H,9-14H2,1-5H3
InChI Key WBTUHPVFVFHFQO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O7
Molecular Weight 488.60 g/mol
Exact Mass 488.27740361 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,14,17-Trihydroxy-17-[1-(2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl)ethyl]-10,13-dimethyl-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9543 95.43%
Caco-2 - 0.7144 71.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6507 65.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8803 88.03%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.8130 81.30%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7024 70.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8823 88.23%
CYP3A4 inhibition - 0.8719 87.19%
CYP2C9 inhibition - 0.8629 86.29%
CYP2C19 inhibition - 0.8925 89.25%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.7695 76.95%
CYP2C8 inhibition + 0.5542 55.42%
CYP inhibitory promiscuity - 0.9528 95.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5446 54.46%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9552 95.52%
Skin irritation + 0.5490 54.90%
Skin corrosion - 0.9143 91.43%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4358 43.58%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5004 50.04%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5405 54.05%
Acute Oral Toxicity (c) III 0.3034 30.34%
Estrogen receptor binding + 0.8398 83.98%
Androgen receptor binding + 0.7690 76.90%
Thyroid receptor binding + 0.6700 67.00%
Glucocorticoid receptor binding + 0.7579 75.79%
Aromatase binding + 0.7806 78.06%
PPAR gamma + 0.6055 60.55%
Honey bee toxicity - 0.7204 72.04%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9663 96.63%

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
CHEMBL220 P22303 Acetylcholinesterase 97.30% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.67% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.32% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.12% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.03% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.83% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.97% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.27% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL4208 P20618 Proteasome component C5 87.56% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.49% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.00% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.75% 89.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.73% 92.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.02% 90.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.43% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.12% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 83.02% 95.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.20% 91.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.48% 96.77%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.23% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.37% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 80.12% 95.93%

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.
Jaborosa bergii

Cross-Links

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PubChem 163190091
LOTUS LTS0008673
wikiData Q105301042