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(1R,2R,4S,5R,7R,8S,9R,12S,13R,16R,18S,19R,20R)-5,16,19,20-tetrahydroxy-7,9,13-trimethyl-5-(2-methylpropyl)pentacyclo[10.8.0.02,9.04,8.013,18]icosan-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 a923a831-e7c0-4095-ab07-8363e91c2b85
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (1R,2R,4S,5R,7R,8S,9R,12S,13R,16R,18S,19R,20R)-5,16,19,20-tetrahydroxy-7,9,13-trimethyl-5-(2-methylpropyl)pentacyclo[10.8.0.02,9.04,8.013,18]icosan-3-one
SMILES (Canonical) CC1CC(C2C1C3(CCC4C(C3C2=O)C(C(C5C4(CCC(C5)O)C)O)O)C)(CC(C)C)O
SMILES (Isomeric) C[C@@H]1C[C@@]([C@@H]2[C@H]1[C@]3(CC[C@H]4[C@H]([C@H]3C2=O)[C@H]([C@@H]([C@@H]5[C@@]4(CC[C@H](C5)O)C)O)O)C)(CC(C)C)O
InChI InChI=1S/C27H44O5/c1-13(2)11-27(32)12-14(3)19-21(27)24(31)20-18-16(7-9-26(19,20)5)25(4)8-6-15(28)10-17(25)22(29)23(18)30/h13-23,28-30,32H,6-12H2,1-5H3/t14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,25-,26-,27-/m1/s1
InChI Key NXIUUQKBFNWMSY-YVVAEMNFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O5
Molecular Weight 448.60 g/mol
Exact Mass 448.31887450 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.17
H-Bond Acceptor 5
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 (1R,2R,4S,5R,7R,8S,9R,12S,13R,16R,18S,19R,20R)-5,16,19,20-tetrahydroxy-7,9,13-trimethyl-5-(2-methylpropyl)pentacyclo[10.8.0.02,9.04,8.013,18]icosan-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 + 0.9861 98.61%
Caco-2 - 0.6186 61.86%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7734 77.34%
OATP2B1 inhibitior - 0.7221 72.21%
OATP1B1 inhibitior + 0.8909 89.09%
OATP1B3 inhibitior + 0.9492 94.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8225 82.25%
P-glycoprotein inhibitior - 0.7131 71.31%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7939 79.39%
CYP3A4 inhibition - 0.8378 83.78%
CYP2C9 inhibition - 0.8607 86.07%
CYP2C19 inhibition - 0.8094 80.94%
CYP2D6 inhibition - 0.9735 97.35%
CYP1A2 inhibition - 0.7699 76.99%
CYP2C8 inhibition - 0.7187 71.87%
CYP inhibitory promiscuity - 0.9678 96.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7037 70.37%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9478 94.78%
Skin irritation + 0.6388 63.88%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.7023 70.23%
Human Ether-a-go-go-Related Gene inhibition - 0.6023 60.23%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.5277 52.77%
skin sensitisation - 0.7691 76.91%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7063 70.63%
Acute Oral Toxicity (c) III 0.4570 45.70%
Estrogen receptor binding + 0.7049 70.49%
Androgen receptor binding + 0.6752 67.52%
Thyroid receptor binding + 0.5554 55.54%
Glucocorticoid receptor binding + 0.7075 70.75%
Aromatase binding + 0.6172 61.72%
PPAR gamma - 0.5184 51.84%
Honey bee toxicity - 0.7352 73.52%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9742 97.42%

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 97.43% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.59% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.11% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 94.83% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 94.30% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.28% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.09% 100.00%
CHEMBL2581 P07339 Cathepsin D 91.71% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.08% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.73% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.52% 91.11%
CHEMBL204 P00734 Thrombin 88.31% 96.01%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.63% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.08% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.48% 90.71%
CHEMBL1871 P10275 Androgen Receptor 85.34% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.72% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.92% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.39% 93.04%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.33% 85.31%
CHEMBL1937 Q92769 Histone deacetylase 2 82.17% 94.75%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.06% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.03% 97.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.30% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10863266
LOTUS LTS0192732
wikiData Q105187200