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(1aS,2R,3R,4aS,7S,8aR)-2,7-dihydroxy-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 28c2aed4-f81d-426e-bcd0-1b3a667019e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1aS,2R,3R,4aS,7S,8aR)-2,7-dihydroxy-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)C3C(C4C5(O4)CC(CCC5(C3=O)C)O)O)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@H]([C@]1(C)CCO)[C@@H]2[C@H]([C@H]3[C@@]4(O3)C[C@H](CC[C@@]4(C2=O)C)O)O)[C@H]5C[C@]5(C)[C@H](C)C(C)C
InChI InChI=1S/C30H50O5/c1-16(2)18(4)28(6)15-22(28)17(3)20-8-9-21(27(20,5)12-13-31)23-24(33)26-30(35-26)14-19(32)10-11-29(30,7)25(23)34/h16-24,26,31-33H,8-15H2,1-7H3/t17-,18+,19-,20+,21-,22+,23+,24+,26-,27+,28+,29+,30-/m0/s1
InChI Key HLIKJFSNOAKWBO-YTVAPMNTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 90.30 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.60
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1aS,2R,3R,4aS,7S,8aR)-2,7-dihydroxy-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 + 0.9820 98.20%
Caco-2 - 0.6203 62.03%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7238 72.38%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7371 73.71%
BSEP inhibitior - 0.4690 46.90%
P-glycoprotein inhibitior - 0.5108 51.08%
P-glycoprotein substrate + 0.5442 54.42%
CYP3A4 substrate + 0.6827 68.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7817 78.17%
CYP3A4 inhibition - 0.5842 58.42%
CYP2C9 inhibition - 0.6096 60.96%
CYP2C19 inhibition - 0.8012 80.12%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.7767 77.67%
CYP2C8 inhibition - 0.5785 57.85%
CYP inhibitory promiscuity - 0.9202 92.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6757 67.57%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9331 93.31%
Skin irritation - 0.6456 64.56%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.5102 51.02%
Human Ether-a-go-go-Related Gene inhibition - 0.3839 38.39%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6310 63.10%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7559 75.59%
Acute Oral Toxicity (c) III 0.4081 40.81%
Estrogen receptor binding + 0.6730 67.30%
Androgen receptor binding + 0.7435 74.35%
Thyroid receptor binding + 0.5531 55.31%
Glucocorticoid receptor binding + 0.6843 68.43%
Aromatase binding + 0.6460 64.60%
PPAR gamma - 0.4943 49.43%
Honey bee toxicity - 0.7391 73.91%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9167 91.67%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.52% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.28% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.08% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.89% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.47% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.90% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 85.77% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.70% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 83.48% 98.03%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.10% 89.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.55% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.05% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.41% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.08% 92.50%

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 10719879
LOTUS LTS0172793
wikiData Q105030164