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[(1S,2S,4aR,8aR)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate

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 1b73ab20-14dc-4bfb-a781-9456c2ee2d5b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1S,2S,4aR,8aR)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H32O7/c1-11(21)19(5,25)16(23)27-15-7-8-18(4)10-13(22)12(17(2,3)24)9-14(18)20(15,6)26/h9,11,14-15,21,24-26H,7-8,10H2,1-6H3/t11-,14+,15-,18+,19-,20-/m0/s1
InChI Key HZBXIEAITFVANO-LIHOWSEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O7
Molecular Weight 384.50 g/mol
Exact Mass 384.21480336 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.87
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4aR,8aR)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9738 97.38%
Caco-2 + 0.5690 56.90%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8563 85.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9109 91.09%
OATP1B3 inhibitior - 0.2927 29.27%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior - 0.7460 74.60%
P-glycoprotein inhibitior - 0.7820 78.20%
P-glycoprotein substrate - 0.6664 66.64%
CYP3A4 substrate + 0.6641 66.41%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.7337 73.37%
CYP2C9 inhibition - 0.7849 78.49%
CYP2C19 inhibition - 0.8309 83.09%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.6719 67.19%
CYP2C8 inhibition - 0.7846 78.46%
CYP inhibitory promiscuity - 0.9389 93.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9643 96.43%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9044 90.44%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7233 72.33%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.6337 63.37%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.5531 55.31%
Acute Oral Toxicity (c) III 0.4771 47.71%
Estrogen receptor binding + 0.7758 77.58%
Androgen receptor binding - 0.5651 56.51%
Thyroid receptor binding + 0.7174 71.74%
Glucocorticoid receptor binding + 0.6800 68.00%
Aromatase binding + 0.6441 64.41%
PPAR gamma + 0.5420 54.20%
Honey bee toxicity - 0.6857 68.57%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9958 99.58%

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 99.60% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.82% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.52% 96.77%
CHEMBL2581 P07339 Cathepsin D 95.58% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.22% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.09% 92.88%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.63% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.28% 85.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.33% 94.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.58% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.19% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.13% 97.14%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.08% 94.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.24% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.09% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.73% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.28% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.04% 100.00%
CHEMBL5028 O14672 ADAM10 81.72% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.69% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.40% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.12% 82.69%

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.
There are no matching plants.

Cross-Links

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PubChem 162861405
LOTUS LTS0026157
wikiData Q105035596