(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-5,5-dimethyl-6-methylideneoctan-2-yl]-6-methoxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane

Details

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Internal ID 2c59d6ae-e857-438e-9a5e-071581bf5da0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-5,5-dimethyl-6-methylideneoctan-2-yl]-6-methoxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane
SMILES (Canonical) CCC(=C)C(C)(C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC)C)C
SMILES (Isomeric) CCC(=C)C(C)(C)CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC)C)C
InChI InChI=1S/C34H58O/c1-11-24(3)29(4,5)17-14-23(2)25-15-18-32(9)27-13-12-26-30(6,7)28(35-10)16-19-33(26)22-34(27,33)21-20-31(25,32)8/h23,25-28H,3,11-22H2,1-2,4-10H3/t23-,25-,26+,27+,28+,31-,32+,33-,34+/m1/s1
InChI Key BFOZMEARRYKLPD-WHSFMCTISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H58O
Molecular Weight 482.80 g/mol
Exact Mass 482.448766469 g/mol
Topological Polar Surface Area (TPSA) 9.20 Ų
XlogP 11.90
Atomic LogP (AlogP) 9.85
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-5,5-dimethyl-6-methylideneoctan-2-yl]-6-methoxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9969 99.69%
Caco-2 - 0.5619 56.19%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Lysosomes 0.4961 49.61%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8466 84.66%
OATP1B3 inhibitior + 0.9102 91.02%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7193 71.93%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5400 54.00%
CYP3A4 substrate + 0.6841 68.41%
CYP2C9 substrate - 0.5904 59.04%
CYP2D6 substrate - 0.7137 71.37%
CYP3A4 inhibition - 0.7713 77.13%
CYP2C9 inhibition - 0.7176 71.76%
CYP2C19 inhibition - 0.5625 56.25%
CYP2D6 inhibition - 0.9211 92.11%
CYP1A2 inhibition - 0.7456 74.56%
CYP2C8 inhibition + 0.5610 56.10%
CYP inhibitory promiscuity + 0.5527 55.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9120 91.20%
Carcinogenicity (trinary) Non-required 0.5953 59.53%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.8856 88.56%
Skin irritation - 0.6298 62.98%
Skin corrosion - 0.9674 96.74%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7420 74.20%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation + 0.5184 51.84%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7119 71.19%
Acute Oral Toxicity (c) III 0.6039 60.39%
Estrogen receptor binding + 0.7698 76.98%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding + 0.6425 64.25%
Glucocorticoid receptor binding + 0.7430 74.30%
Aromatase binding + 0.7717 77.17%
PPAR gamma + 0.6720 67.20%
Honey bee toxicity - 0.6114 61.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9959 99.59%

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 99.61% 97.25%
CHEMBL240 Q12809 HERG 98.64% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL233 P35372 Mu opioid receptor 95.49% 97.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.93% 94.45%
CHEMBL206 P03372 Estrogen receptor alpha 91.84% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.30% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.14% 94.78%
CHEMBL2996 Q05655 Protein kinase C delta 89.88% 97.79%
CHEMBL2581 P07339 Cathepsin D 88.78% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.54% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.45% 92.86%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.27% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.70% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.66% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.25% 96.61%
CHEMBL236 P41143 Delta opioid receptor 87.10% 99.35%
CHEMBL1937 Q92769 Histone deacetylase 2 87.00% 94.75%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.86% 95.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.77% 91.03%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.48% 97.47%
CHEMBL3837 P07711 Cathepsin L 85.88% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.58% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.37% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.74% 92.88%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.46% 95.58%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.92% 95.36%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.84% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.86% 98.75%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.14% 98.05%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.81% 97.29%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.59% 92.94%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.91% 89.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.73% 82.69%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.68% 93.56%

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.
Cocos nucifera

Cross-Links

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PubChem 163044228
LOTUS LTS0077297
wikiData Q104934659