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(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-7-[(5R,6R,8S,9R,10R,13S,14S,17R)-5,6,17-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxabicyclo[3.2.1]octan-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 723ec741-eda3-43cc-93fb-6e35eec9203a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-7-[(5R,6R,8S,9R,10R,13S,14S,17R)-5,6,17-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxabicyclo[3.2.1]octan-3-one
SMILES (Canonical) CC12CCC3C(C1CCC2(C4CC5(CC4OC(=O)C5(C)O)C)O)CC(C6(C3(C(=O)C=CC6)C)O)O
SMILES (Isomeric) C[C@]12CC[C@@H]3[C@H]([C@@H]1CC[C@]2([C@@H]4C[C@@]5(C[C@H]4OC(=O)[C@]5(C)O)C)O)C[C@H]([C@@]6([C@@]3(C(=O)C=CC6)C)O)O
InChI InChI=1S/C28H40O7/c1-23-13-18(19(14-23)35-22(31)26(23,4)32)27(33)11-8-16-15-12-21(30)28(34)9-5-6-20(29)25(28,3)17(15)7-10-24(16,27)2/h5-6,15-19,21,30,32-34H,7-14H2,1-4H3/t15-,16-,17+,18+,19+,21+,23+,24-,25-,26-,27+,28-/m0/s1
InChI Key APBXZPBHXNENAA-POMJWBGCSA-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) 124.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-7-[(5R,6R,8S,9R,10R,13S,14S,17R)-5,6,17-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxabicyclo[3.2.1]octan-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 + 0.9201 92.01%
Caco-2 - 0.7103 71.03%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7192 71.92%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.9070 90.70%
OATP1B3 inhibitior + 0.8857 88.57%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.8597 85.97%
P-glycoprotein inhibitior - 0.5659 56.59%
P-glycoprotein substrate - 0.6237 62.37%
CYP3A4 substrate + 0.7063 70.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9033 90.33%
CYP3A4 inhibition - 0.7639 76.39%
CYP2C9 inhibition - 0.9058 90.58%
CYP2C19 inhibition - 0.8328 83.28%
CYP2D6 inhibition - 0.9694 96.94%
CYP1A2 inhibition - 0.7683 76.83%
CYP2C8 inhibition + 0.5076 50.76%
CYP inhibitory promiscuity - 0.9899 98.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6340 63.40%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9539 95.39%
Skin irritation + 0.5372 53.72%
Skin corrosion - 0.8958 89.58%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5522 55.22%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.8784 87.84%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6048 60.48%
Acute Oral Toxicity (c) I 0.6237 62.37%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding + 0.7835 78.35%
Thyroid receptor binding + 0.5785 57.85%
Glucocorticoid receptor binding + 0.7643 76.43%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.5649 56.49%
Honey bee toxicity - 0.7575 75.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9821 98.21%

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 93.76% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.99% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.16% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.08% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.56% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.83% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.76% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.74% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.54% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.18% 96.77%
CHEMBL1871 P10275 Androgen Receptor 84.15% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.71% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.96% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.71% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.70% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.67% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.45% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.40% 92.62%

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.
Saracha nigribaccata

Cross-Links

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PubChem 162934043
LOTUS LTS0005622
wikiData Q104916174