(1S,3R,12S,15R,16R)-15-[(E,2S)-3,6-dihydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

Details

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Internal ID 4a91ae4e-0349-4361-999f-097607c7889a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,12S,15R,16R)-15-[(E,2S)-3,6-dihydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
SMILES (Canonical) CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C)C(C=CC(C)(C)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@]34C2CCC5[C@]3(C4)CCC(=O)C5(C)C)C)C)C(/C=C/C(C)(C)O)O
InChI InChI=1S/C30H48O3/c1-19(21(31)11-13-25(2,3)33)20-10-14-28(7)23-9-8-22-26(4,5)24(32)12-15-29(22)18-30(23,29)17-16-27(20,28)6/h11,13,19-23,31,33H,8-10,12,14-18H2,1-7H3/b13-11+/t19-,20+,21?,22?,23?,27+,28-,29+,30-/m0/s1
InChI Key FGKUHDXMDDMVEC-UKFMLJDKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,12S,15R,16R)-15-[(E,2S)-3,6-dihydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.5650 56.50%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7185 71.85%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8753 87.53%
OATP1B3 inhibitior + 0.9722 97.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.8295 82.95%
P-glycoprotein inhibitior - 0.5578 55.78%
P-glycoprotein substrate - 0.7563 75.63%
CYP3A4 substrate + 0.6223 62.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8159 81.59%
CYP3A4 inhibition - 0.8379 83.79%
CYP2C9 inhibition - 0.7874 78.74%
CYP2C19 inhibition - 0.8290 82.90%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.6379 63.79%
CYP2C8 inhibition - 0.5992 59.92%
CYP inhibitory promiscuity - 0.8259 82.59%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6080 60.80%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9514 95.14%
Skin irritation + 0.5917 59.17%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6466 64.66%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.5775 57.75%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7744 77.44%
Acute Oral Toxicity (c) III 0.5932 59.32%
Estrogen receptor binding + 0.8539 85.39%
Androgen receptor binding + 0.6968 69.68%
Thyroid receptor binding + 0.6880 68.80%
Glucocorticoid receptor binding + 0.7868 78.68%
Aromatase binding + 0.7533 75.33%
PPAR gamma + 0.5835 58.35%
Honey bee toxicity - 0.7771 77.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9922 99.22%

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 99.53% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.06% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.72% 98.95%
CHEMBL284 P27487 Dipeptidyl peptidase IV 92.17% 95.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.51% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.64% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.05% 89.34%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.85% 93.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.71% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.36% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.74% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.58% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.55% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.54% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.36% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.30% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.23% 100.00%

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.
Trichilia claussenii

Cross-Links

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PubChem 162852227
LOTUS LTS0142574
wikiData Q104994937