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(8R,9R,10R,13S,14S,17S)-17-hydroxy-17-[(1R)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-1-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 33a171aa-38e1-4ef0-81f9-69a2bf64c49f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (8R,9R,10R,13S,14S,17S)-17-hydroxy-17-[(1R)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-1-one
SMILES (Canonical) CC(C1CC2(C(O2)(C(O1)O)C)C)C3(CCC4C3(CCC5C4CC=C6C5(C(=O)C=CC6)C)C)O
SMILES (Isomeric) C[C@H]([C@H]1C[C@]2([C@](O2)([C@@H](O1)O)C)C)[C@]3(CC[C@@H]4[C@@]3(CC[C@@H]5[C@@H]4CC=C6[C@@]5(C(=O)C=CC6)C)C)O
InChI InChI=1S/C28H40O5/c1-16(21-15-25(3)27(5,33-25)23(30)32-21)28(31)14-12-19-18-10-9-17-7-6-8-22(29)26(17,4)20(18)11-13-24(19,28)2/h6,8-9,16,18-21,23,30-31H,7,10-15H2,1-5H3/t16-,18-,19+,20-,21-,23-,24+,25+,26+,27-,28+/m1/s1
InChI Key BDZXFCPMKYCHFV-QPZSXDHTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O5
Molecular Weight 456.60 g/mol
Exact Mass 456.28757437 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.32
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R,9R,10R,13S,14S,17S)-17-hydroxy-17-[(1R)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[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 + 0.9752 97.52%
Caco-2 - 0.6159 61.59%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7078 70.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8684 86.84%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior + 0.9431 94.31%
P-glycoprotein inhibitior - 0.4372 43.72%
P-glycoprotein substrate - 0.5456 54.56%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.8635 86.35%
CYP2C9 inhibition - 0.8620 86.20%
CYP2C19 inhibition - 0.8847 88.47%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.6884 68.84%
CYP2C8 inhibition + 0.5602 56.02%
CYP inhibitory promiscuity - 0.9637 96.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5097 50.97%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9684 96.84%
Skin irritation + 0.5819 58.19%
Skin corrosion - 0.9160 91.60%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6703 67.03%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8180 81.80%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) IV 0.3019 30.19%
Estrogen receptor binding + 0.8744 87.44%
Androgen receptor binding + 0.7835 78.35%
Thyroid receptor binding + 0.7226 72.26%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.7669 76.69%
PPAR gamma + 0.6270 62.70%
Honey bee toxicity - 0.7776 77.76%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9725 97.25%

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 94.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.91% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.86% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.80% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.38% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.98% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.66% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 90.51% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.25% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.15% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.77% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.28% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.38% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.36% 99.23%
CHEMBL220 P22303 Acetylcholinesterase 84.08% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.89% 94.00%
CHEMBL4208 P20618 Proteasome component C5 82.80% 90.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.61% 95.71%

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.
Solanum capsicoides

Cross-Links

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PubChem 637075
LOTUS LTS0265634
wikiData Q105100579