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(2S,5S,6S,9S,12S,13R,16S,18R)-16-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-ene-4,8-dione

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 688e00a6-81c1-4165-9546-c690d1404472
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,5S,6S,9S,12S,13R,16S,18R)-16-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-ene-4,8-dione
SMILES (Canonical) CC(=C)CCCC1(C2C(=O)CC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)O)C)C(=O)O1)C)C
SMILES (Isomeric) CC(=C)CCC[C@]1([C@H]2C(=O)C[C@@]3([C@@]2(CC[C@@H]4C3=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C(=O)O1)C)C
InChI InChI=1S/C30H44O4/c1-18(2)9-8-14-29(7)24-21(31)17-28(6)20-10-11-22-26(3,4)23(32)13-15-27(22,5)19(20)12-16-30(24,28)25(33)34-29/h10,19,22-24,32H,1,8-9,11-17H2,2-7H3/t19-,22+,23+,24-,27-,28+,29+,30-/m1/s1
InChI Key OXXHDKUBYIJFLV-SMYKEERYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H44O4
Molecular Weight 468.70 g/mol
Exact Mass 468.32395988 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 5.60
Atomic LogP (AlogP) 6.17
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,5S,6S,9S,12S,13R,16S,18R)-16-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-ene-4,8-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 - 0.5291 52.91%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7928 79.28%
OATP2B1 inhibitior - 0.7194 71.94%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior - 0.3151 31.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5532 55.32%
BSEP inhibitior + 0.8839 88.39%
P-glycoprotein inhibitior - 0.4346 43.46%
P-glycoprotein substrate - 0.5911 59.11%
CYP3A4 substrate + 0.6943 69.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8343 83.43%
CYP3A4 inhibition + 0.5765 57.65%
CYP2C9 inhibition - 0.7925 79.25%
CYP2C19 inhibition - 0.8268 82.68%
CYP2D6 inhibition - 0.9604 96.04%
CYP1A2 inhibition - 0.7988 79.88%
CYP2C8 inhibition + 0.4522 45.22%
CYP inhibitory promiscuity - 0.9041 90.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5829 58.29%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9176 91.76%
Skin irritation + 0.6474 64.74%
Skin corrosion - 0.9066 90.66%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6468 64.68%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5292 52.92%
skin sensitisation - 0.7775 77.75%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5565 55.65%
Acute Oral Toxicity (c) I 0.4903 49.03%
Estrogen receptor binding + 0.7165 71.65%
Androgen receptor binding + 0.7331 73.31%
Thyroid receptor binding + 0.7144 71.44%
Glucocorticoid receptor binding + 0.8221 82.21%
Aromatase binding + 0.7104 71.04%
PPAR gamma + 0.6383 63.83%
Honey bee toxicity - 0.8435 84.35%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.09% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.91% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.87% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.72% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.72% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.99% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 88.69% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.07% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.01% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.38% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.54% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 86.51% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 84.93% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.70% 89.00%
CHEMBL1871 P10275 Androgen Receptor 83.31% 96.43%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.60% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.52% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.20% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.08% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.66% 92.50%

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.
Micromeles japonica

Cross-Links

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PubChem 21768779
LOTUS LTS0160569
wikiData Q105203024