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(1aR,3S,4aS,7S,8aS)-7-hydroxy-3-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one

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 479d1fdf-3f5c-4907-a19c-5fb864d93df1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1aR,3S,4aS,7S,8aS)-7-hydroxy-3-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one
SMILES (Canonical) CC(C)C(C)C1(CC1C(C)C2CCC(C2(C)CCO)C3CC4C5(O4)CC(CCC5(C3=O)C)O)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@H]([C@]1(C)CCO)[C@@H]2C[C@@H]3[C@]4(O3)C[C@H](CC[C@@]4(C2=O)C)O)[C@H]5C[C@]5(C)[C@H](C)C(C)C
InChI InChI=1S/C30H50O4/c1-17(2)19(4)28(6)16-24(28)18(3)22-8-9-23(27(22,5)12-13-31)21-14-25-30(34-25)15-20(32)10-11-29(30,7)26(21)33/h17-25,31-32H,8-16H2,1-7H3/t18-,19+,20-,21-,22+,23-,24+,25+,27+,28+,29+,30+/m0/s1
InChI Key YAVBMUREITUUBC-BWZKGVDQSA-N
Popularity 1 reference 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) 70.10 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.63
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1aR,3S,4aS,7S,8aS)-7-hydroxy-3-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-4a-methyl-2,3,5,6,7,8-hexahydro-1aH-naphtho[4,4a-b]oxiren-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.5697 56.97%
Blood Brain Barrier + 0.5885 58.85%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7154 71.54%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8271 82.71%
OATP1B3 inhibitior + 0.9454 94.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7621 76.21%
BSEP inhibitior - 0.4847 48.47%
P-glycoprotein inhibitior - 0.5322 53.22%
P-glycoprotein substrate + 0.6204 62.04%
CYP3A4 substrate + 0.6854 68.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7817 78.17%
CYP3A4 inhibition - 0.6547 65.47%
CYP2C9 inhibition - 0.6866 68.66%
CYP2C19 inhibition - 0.8525 85.25%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.7900 79.00%
CYP2C8 inhibition + 0.4559 45.59%
CYP inhibitory promiscuity - 0.9289 92.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6935 69.35%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9305 93.05%
Skin irritation - 0.7052 70.52%
Skin corrosion - 0.9486 94.86%
Ames mutagenesis - 0.5902 59.02%
Human Ether-a-go-go-Related Gene inhibition - 0.3804 38.04%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6186 61.86%
skin sensitisation - 0.8437 84.37%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5916 59.16%
Acute Oral Toxicity (c) III 0.3982 39.82%
Estrogen receptor binding + 0.7043 70.43%
Androgen receptor binding + 0.7642 76.42%
Thyroid receptor binding + 0.6114 61.14%
Glucocorticoid receptor binding + 0.7570 75.70%
Aromatase binding + 0.6767 67.67%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7050 70.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9272 92.72%

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 98.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.61% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.79% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.22% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.27% 96.77%
CHEMBL2581 P07339 Cathepsin D 93.49% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 90.94% 98.03%
CHEMBL226 P30542 Adenosine A1 receptor 87.68% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.48% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.40% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 84.91% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.48% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.17% 91.24%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.77% 89.05%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.30% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.88% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.93% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.50% 90.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.31% 86.92%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.23% 82.69%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.94% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.66% 99.23%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.40% 80.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 16083146
NPASS NPC162445
LOTUS LTS0241701
wikiData Q105345597