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(E,6S)-6-[(1S,3R,7S,8R,11S,12S,15R,16R)-7-hydroxy-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-3-en-2-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 dbcaa103-d113-443c-8858-b78c4870166b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (E,6S)-6-[(1S,3R,7S,8R,11S,12S,15R,16R)-7-hydroxy-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-3-en-2-one
SMILES (Canonical) CC(CC=CC(=O)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCCC5(C)O)C)C
SMILES (Isomeric) C[C@@H](C/C=C/C(=O)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCC[C@]5(C)O)C)C
InChI InChI=1S/C28H44O2/c1-19(8-6-9-20(2)29)21-12-15-25(4)22-10-11-23-26(5,30)13-7-14-27(23)18-28(22,27)17-16-24(21,25)3/h6,9,19,21-23,30H,7-8,10-18H2,1-5H3/b9-6+/t19-,21+,22-,23-,24+,25-,26-,27+,28-/m0/s1
InChI Key PSBXVADAAHBKOP-JXMMDAESSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O2
Molecular Weight 412.60 g/mol
Exact Mass 412.334130642 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.71
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,6S)-6-[(1S,3R,7S,8R,11S,12S,15R,16R)-7-hydroxy-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-3-en-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5504 55.04%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.5920 59.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8927 89.27%
OATP1B3 inhibitior + 0.9632 96.32%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.7000 70.00%
BSEP inhibitior + 0.8417 84.17%
P-glycoprotein inhibitior - 0.5899 58.99%
P-glycoprotein substrate - 0.7243 72.43%
CYP3A4 substrate + 0.6316 63.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8947 89.47%
CYP3A4 inhibition - 0.8198 81.98%
CYP2C9 inhibition - 0.6788 67.88%
CYP2C19 inhibition - 0.7195 71.95%
CYP2D6 inhibition - 0.9582 95.82%
CYP1A2 inhibition - 0.6264 62.64%
CYP2C8 inhibition - 0.7356 73.56%
CYP inhibitory promiscuity - 0.8455 84.55%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6191 61.91%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9654 96.54%
Skin irritation + 0.6141 61.41%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.6782 67.82%
Human Ether-a-go-go-Related Gene inhibition + 0.7905 79.05%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5760 57.60%
skin sensitisation - 0.5877 58.77%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7644 76.44%
Acute Oral Toxicity (c) III 0.7097 70.97%
Estrogen receptor binding + 0.8800 88.00%
Androgen receptor binding + 0.7071 70.71%
Thyroid receptor binding + 0.6699 66.99%
Glucocorticoid receptor binding + 0.7873 78.73%
Aromatase binding + 0.8264 82.64%
PPAR gamma + 0.5402 54.02%
Honey bee toxicity - 0.8353 83.53%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9800 98.00%

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 95.85% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.32% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.91% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.61% 96.38%
CHEMBL3837 P07711 Cathepsin L 87.75% 96.61%
CHEMBL284 P27487 Dipeptidyl peptidase IV 87.27% 95.69%
CHEMBL1937 Q92769 Histone deacetylase 2 86.65% 94.75%
CHEMBL2581 P07339 Cathepsin D 86.47% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.57% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.37% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.62% 93.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.31% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.30% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.22% 82.69%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.03% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.84% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.84% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.73% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.11% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.96% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.79% 95.50%

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.
Garcinia mangostana

Cross-Links

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PubChem 162908349
LOTUS LTS0019233
wikiData Q105214093