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(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R,4R,5R)-5-hydroperoxy-4-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

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 7e985762-01a0-4e90-9ce2-387567407b37
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,4R,5R)-5-hydroperoxy-4-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
SMILES (Canonical) CC(CC(C(C(=C)C)OO)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
SMILES (Isomeric) C[C@H](C[C@H]([C@@H](C(=C)C)OO)O)[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)O)C)C
InChI InChI=1S/C30H50O4/c1-18(2)25(34-33)21(31)16-19(3)20-10-12-28(7)23-9-8-22-26(4,5)24(32)11-13-29(22)17-30(23,29)15-14-27(20,28)6/h19-25,31-33H,1,8-17H2,2-7H3/t19-,20-,21-,22+,23+,24+,25-,27-,28+,29-,30+/m1/s1
InChI Key XSBBXSMODSRERW-MSZKPETMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 7.70
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

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,4R,5R)-5-hydroperoxy-4-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9708 97.08%
Caco-2 - 0.6956 69.56%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4554 45.54%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8874 88.74%
OATP1B3 inhibitior + 0.9048 90.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8485 84.85%
P-glycoprotein inhibitior - 0.6528 65.28%
P-glycoprotein substrate - 0.5647 56.47%
CYP3A4 substrate + 0.6611 66.11%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7067 70.67%
CYP3A4 inhibition - 0.7310 73.10%
CYP2C9 inhibition - 0.5922 59.22%
CYP2C19 inhibition - 0.6511 65.11%
CYP2D6 inhibition - 0.9210 92.10%
CYP1A2 inhibition - 0.7727 77.27%
CYP2C8 inhibition - 0.6004 60.04%
CYP inhibitory promiscuity - 0.6877 68.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6749 67.49%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9216 92.16%
Skin irritation - 0.5749 57.49%
Skin corrosion - 0.9003 90.03%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3934 39.34%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7615 76.15%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7440 74.40%
Acute Oral Toxicity (c) I 0.3708 37.08%
Estrogen receptor binding + 0.6991 69.91%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding + 0.6092 60.92%
Glucocorticoid receptor binding + 0.6976 69.76%
Aromatase binding + 0.7154 71.54%
PPAR gamma + 0.5733 57.33%
Honey bee toxicity - 0.6243 62.43%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5638 56.38%
Fish aquatic toxicity + 0.9943 99.43%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.50% 97.25%
CHEMBL3837 P07711 Cathepsin L 93.87% 96.61%
CHEMBL2581 P07339 Cathepsin D 92.92% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.43% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.16% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.63% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.65% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.09% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.89% 95.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.47% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.81% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 84.56% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.00% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.51% 98.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.42% 100.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.19% 90.24%
CHEMBL221 P23219 Cyclooxygenase-1 83.09% 90.17%
CHEMBL240 Q12809 HERG 83.05% 89.76%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.80% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.03% 96.47%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.36% 91.03%
CHEMBL233 P35372 Mu opioid receptor 81.01% 97.93%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.74% 97.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.73% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.57% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.30% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.18% 97.14%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.04% 95.17%

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.
Aglaia argentea

Cross-Links

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PubChem 10695874
LOTUS LTS0228778
wikiData Q105340918