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(1S,3R,6S,7S,8R,11S,12S,15R,16R)-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,7-diol

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 f242c4ee-8a1a-465f-8975-b3c13d5d842e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (1S,3R,6S,7S,8R,11S,12S,15R,16R)-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,7-diol
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5O)O)C)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@H]5O)O)C)C
InChI InChI=1S/C29H48O2/c1-18(2)19(3)7-8-20(4)21-11-13-27(6)24-10-9-22-25(31)23(30)12-14-28(22)17-29(24,28)16-15-26(21,27)5/h18,20-25,30-31H,3,7-17H2,1-2,4-6H3/t20-,21-,22+,23+,24+,25+,26-,27+,28-,29+/m1/s1
InChI Key YXYBPDUPPKSWRM-PMEXZHSOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 8.30
Atomic LogP (AlogP) 6.75
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.5714 57.14%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4907 49.07%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8683 86.83%
OATP1B3 inhibitior + 0.9354 93.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6483 64.83%
P-glycoprotein inhibitior - 0.6362 63.62%
P-glycoprotein substrate - 0.5970 59.70%
CYP3A4 substrate + 0.6601 66.01%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7111 71.11%
CYP3A4 inhibition - 0.8046 80.46%
CYP2C9 inhibition - 0.7631 76.31%
CYP2C19 inhibition - 0.6402 64.02%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.7894 78.94%
CYP2C8 inhibition - 0.6291 62.91%
CYP inhibitory promiscuity - 0.7283 72.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6643 66.43%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9388 93.88%
Skin irritation - 0.5368 53.68%
Skin corrosion - 0.9351 93.51%
Ames mutagenesis - 0.7806 78.06%
Human Ether-a-go-go-Related Gene inhibition - 0.5353 53.53%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6286 62.86%
skin sensitisation - 0.5975 59.75%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8567 85.67%
Acute Oral Toxicity (c) III 0.5395 53.95%
Estrogen receptor binding + 0.7738 77.38%
Androgen receptor binding + 0.7572 75.72%
Thyroid receptor binding + 0.6330 63.30%
Glucocorticoid receptor binding + 0.7574 75.74%
Aromatase binding + 0.6528 65.28%
PPAR gamma + 0.5500 55.00%
Honey bee toxicity - 0.7085 70.85%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9923 99.23%

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 99.19% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL240 Q12809 HERG 95.26% 89.76%
CHEMBL3492 P49721 Proteasome Macropain subunit 93.80% 90.24%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.88% 96.61%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.67% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 88.85% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.43% 100.00%
CHEMBL3837 P07711 Cathepsin L 87.48% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.14% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.87% 98.75%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.74% 99.18%
CHEMBL233 P35372 Mu opioid receptor 85.40% 97.93%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.38% 94.78%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.36% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.03% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.65% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.65% 95.58%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.84% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.71% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.10% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.58% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.84% 96.47%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.81% 93.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.46% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.38% 95.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.33% 98.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.25% 91.03%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.77% 97.47%
CHEMBL2996 Q05655 Protein kinase C delta 80.16% 97.79%

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.
Suriana maritima

Cross-Links

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PubChem 162869746
LOTUS LTS0174561
wikiData Q105368298