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2-[(1S,2R,5R)-2-[(4S,4aS,6S,8aS)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-1-methyl-5-[(E,2R)-5-methylhex-3-en-2-yl]cyclopentyl]ethyl acetate

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 180bf6dc-89d2-4682-b0bb-12fe9f0837b7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name 2-[(1S,2R,5R)-2-[(4S,4aS,6S,8aS)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-1-methyl-5-[(E,2R)-5-methylhex-3-en-2-yl]cyclopentyl]ethyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H44O5/c1-17(2)7-8-18(3)22-9-10-23(27(22,5)13-14-33-19(4)29)21-16-25(31)24-15-20(30)11-12-28(24,6)26(21)32/h7-8,16-18,20,22-25,30-31H,9-15H2,1-6H3/b8-7+/t18-,20+,22-,23+,24-,25+,27+,28+/m1/s1
InChI Key HURHMFSVMAENRK-JDFFVGKKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O5
Molecular Weight 460.60 g/mol
Exact Mass 460.31887450 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 5
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 2-[(1S,2R,5R)-2-[(4S,4aS,6S,8aS)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-1-methyl-5-[(E,2R)-5-methylhex-3-en-2-yl]cyclopentyl]ethyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 - 0.5746 57.46%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.9257 92.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8080 80.80%
OATP1B3 inhibitior + 0.8592 85.92%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7525 75.25%
BSEP inhibitior + 0.8814 88.14%
P-glycoprotein inhibitior + 0.6144 61.44%
P-glycoprotein substrate - 0.5812 58.12%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9111 91.11%
CYP3A4 inhibition - 0.8578 85.78%
CYP2C9 inhibition - 0.8418 84.18%
CYP2C19 inhibition - 0.9449 94.49%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.9284 92.84%
CYP2C8 inhibition - 0.5882 58.82%
CYP inhibitory promiscuity - 0.7883 78.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6796 67.96%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9678 96.78%
Skin irritation + 0.5147 51.47%
Skin corrosion - 0.9690 96.90%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5406 54.06%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5733 57.33%
skin sensitisation - 0.8305 83.05%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6600 66.00%
Acute Oral Toxicity (c) III 0.5240 52.40%
Estrogen receptor binding + 0.7386 73.86%
Androgen receptor binding + 0.6743 67.43%
Thyroid receptor binding + 0.5446 54.46%
Glucocorticoid receptor binding + 0.6961 69.61%
Aromatase binding - 0.5250 52.50%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7453 74.53%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.98% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.12% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 94.50% 85.30%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.51% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.35% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.17% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 90.15% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.70% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.82% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.69% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.66% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.63% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.91% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.27% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.90% 95.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.33% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.18% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.13% 91.49%

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 162988977
LOTUS LTS0051079
wikiData Q105033992