(1S,3R,8R,11S,12S,15R,16R)-15-[(2R,5R)-1,5-dihydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

Details

Top
Internal ID adbc7b35-ad55-4c7a-842e-f8296a96b389
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,8R,11S,12S,15R,16R)-15-[(2R,5R)-1,5-dihydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
SMILES (Canonical) CC(=C)C(CCC(CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C)O
SMILES (Isomeric) CC(=C)[C@@H](CC[C@@H](CO)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCC(=O)C5(C)C)C)C)O
InChI InChI=1S/C30H48O3/c1-19(2)22(32)8-7-20(17-31)21-11-13-28(6)24-10-9-23-26(3,4)25(33)12-14-29(23)18-30(24,29)16-15-27(21,28)5/h20-24,31-32H,1,7-18H2,2-6H3/t20-,21+,22+,23-,24-,27+,28-,29+,30-/m0/s1
InChI Key LYTMBHFKJPPILC-YMTBBSQFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,3R,8R,11S,12S,15R,16R)-15-[(2R,5R)-1,5-dihydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 - 0.5409 54.09%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6959 69.59%
OATP2B1 inhibitior - 0.5769 57.69%
OATP1B1 inhibitior + 0.8790 87.90%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6482 64.82%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.7143 71.43%
P-glycoprotein substrate - 0.6111 61.11%
CYP3A4 substrate + 0.6425 64.25%
CYP2C9 substrate - 0.8326 83.26%
CYP2D6 substrate - 0.7873 78.73%
CYP3A4 inhibition - 0.7691 76.91%
CYP2C9 inhibition - 0.6765 67.65%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.8794 87.94%
CYP2C8 inhibition - 0.7015 70.15%
CYP inhibitory promiscuity - 0.7359 73.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6643 66.43%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9445 94.45%
Skin irritation - 0.5851 58.51%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.6018 60.18%
Human Ether-a-go-go-Related Gene inhibition - 0.4350 43.50%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7571 75.71%
skin sensitisation - 0.7315 73.15%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5952 59.52%
Acute Oral Toxicity (c) III 0.6628 66.28%
Estrogen receptor binding + 0.7402 74.02%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding + 0.6378 63.78%
Glucocorticoid receptor binding + 0.7254 72.54%
Aromatase binding + 0.7735 77.35%
PPAR gamma + 0.5550 55.50%
Honey bee toxicity - 0.7908 79.08%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9927 99.27%

Targets

Top

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 96.12% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.29% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.67% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.53% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 87.28% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.12% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.59% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.55% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.08% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 83.47% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.53% 93.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.47% 93.04%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.64% 90.08%

Plants that contains it

Top
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.
Aglaia rubiginosa

Cross-Links

Top
PubChem 162957601
LOTUS LTS0185829
wikiData Q105159563