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(1R,2R,4S,5R,7R,8S,9R,12S,13R,14S,15R,16S,18S,19R,20R)-5,14,15,16,19,20-hexahydroxy-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 63e77d60-f505-4d0a-9ef4-08dccf06cc88
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (1R,2R,4S,5R,7R,8S,9R,12S,13R,14S,15R,16S,18S,19R,20R)-5,14,15,16,19,20-hexahydroxy-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(C(C(C(C5)O)O)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([C@@H]([C@@H]([C@H](C5)O)O)O)C)O)O)C)(CC(C)C)O
InChI InChI=1S/C27H44O7/c1-11(2)9-27(34)10-12(3)17-19(27)23(32)18-16-13(6-7-25(17,18)4)26(5)14(20(29)22(16)31)8-15(28)21(30)24(26)33/h11-22,24,28-31,33-34H,6-10H2,1-5H3/t12-,13+,14-,15+,16-,17+,18+,19-,20-,21-,22-,24-,25-,26-,27-/m1/s1
InChI Key DGXRPSIAVFYMOL-GXUOCEDMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 2

Synonyms

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141272-44-8
RefChem:934322
(1R,2R,4S,5S,7R,8S,9R,12S,13R,14S,15R,16S,18S,19R,20R)-5,14,15,16,19,20-hexahydroxy-7,9,13-trimethyl-5-(2-methylpropyl)pentacyclo(10.8.0.02,9.04,8.013,18)icosan-3-one
(2R,4S,5S,7R,8S,9R,13R,14S,16S,18S,19R,20R)-5,14,15,16,19,20-hexahydroxy-7,9,13-trimethyl-5-(2-methylpropyl)pentacyclo(10.8.0.02,9.04,8.013,18)icosan-3-one

2D Structure

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2D Structure of (1R,2R,4S,5R,7R,8S,9R,12S,13R,14S,15R,16S,18S,19R,20R)-5,14,15,16,19,20-hexahydroxy-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 + 0.9686 96.86%
Caco-2 - 0.7066 70.66%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6548 65.48%
OATP2B1 inhibitior - 0.7224 72.24%
OATP1B1 inhibitior + 0.8923 89.23%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8924 89.24%
P-glycoprotein inhibitior - 0.7333 73.33%
P-glycoprotein substrate + 0.5144 51.44%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7939 79.39%
CYP3A4 inhibition - 0.8281 82.81%
CYP2C9 inhibition - 0.8624 86.24%
CYP2C19 inhibition - 0.8541 85.41%
CYP2D6 inhibition - 0.9627 96.27%
CYP1A2 inhibition - 0.7858 78.58%
CYP2C8 inhibition - 0.6613 66.13%
CYP inhibitory promiscuity - 0.9498 94.98%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7049 70.49%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9475 94.75%
Skin irritation + 0.5917 59.17%
Skin corrosion - 0.8961 89.61%
Ames mutagenesis - 0.7046 70.46%
Human Ether-a-go-go-Related Gene inhibition - 0.6287 62.87%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5300 53.00%
skin sensitisation - 0.7545 75.45%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7298 72.98%
Acute Oral Toxicity (c) III 0.5193 51.93%
Estrogen receptor binding + 0.7180 71.80%
Androgen receptor binding + 0.6796 67.96%
Thyroid receptor binding + 0.5341 53.41%
Glucocorticoid receptor binding + 0.6326 63.26%
Aromatase binding + 0.6393 63.93%
PPAR gamma - 0.5335 53.35%
Honey bee toxicity - 0.6919 69.19%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9244 92.44%

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 97.41% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.00% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.98% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.34% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 93.28% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.53% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.24% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.16% 85.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.97% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.70% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.68% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.10% 90.71%
CHEMBL204 P00734 Thrombin 87.05% 96.01%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.44% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.35% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.71% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.35% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 81.84% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.64% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.55% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.50% 94.00%

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.
There are no matching plants.

Cross-Links

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PubChem 15167968
LOTUS LTS0179651
wikiData Q104979480