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(2S,4R,4aS,6S,7S,8aS)-6,7-dihydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-5-methylhexan-2-yl]cyclopentyl]-4,8a-bis(hydroxymethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-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 53890363-fc3d-47ff-82dd-af25d9bf9e53
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name (2S,4R,4aS,6S,7S,8aS)-6,7-dihydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-5-methylhexan-2-yl]cyclopentyl]-4,8a-bis(hydroxymethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H48O6/c1-16(2)5-6-17(3)20-7-8-21(26(20,4)9-10-28)19-11-18(14-29)22-12-23(31)24(32)13-27(22,15-30)25(19)33/h16-24,28-32H,5-15H2,1-4H3/t17-,18+,19+,20-,21+,22+,23+,24+,26-,27-/m1/s1
InChI Key VMZVTDDPYWDWGH-FPLHPTTLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H48O6
Molecular Weight 468.70 g/mol
Exact Mass 468.34508925 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4R,4aS,6S,7S,8aS)-6,7-dihydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-5-methylhexan-2-yl]cyclopentyl]-4,8a-bis(hydroxymethyl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9818 98.18%
Caco-2 - 0.6819 68.19%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8316 83.16%
OATP2B1 inhibitior - 0.5828 58.28%
OATP1B1 inhibitior + 0.8485 84.85%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8643 86.43%
BSEP inhibitior - 0.7961 79.61%
P-glycoprotein inhibitior - 0.7085 70.85%
P-glycoprotein substrate + 0.6210 62.10%
CYP3A4 substrate + 0.6758 67.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7851 78.51%
CYP3A4 inhibition - 0.8617 86.17%
CYP2C9 inhibition - 0.8346 83.46%
CYP2C19 inhibition - 0.8777 87.77%
CYP2D6 inhibition - 0.9666 96.66%
CYP1A2 inhibition - 0.8229 82.29%
CYP2C8 inhibition - 0.7702 77.02%
CYP inhibitory promiscuity - 0.9712 97.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6914 69.14%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9334 93.34%
Skin irritation - 0.6408 64.08%
Skin corrosion - 0.9628 96.28%
Ames mutagenesis - 0.6722 67.22%
Human Ether-a-go-go-Related Gene inhibition - 0.6399 63.99%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6194 61.94%
skin sensitisation - 0.8802 88.02%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.4723 47.23%
Acute Oral Toxicity (c) III 0.5453 54.53%
Estrogen receptor binding + 0.7442 74.42%
Androgen receptor binding + 0.7336 73.36%
Thyroid receptor binding + 0.5289 52.89%
Glucocorticoid receptor binding + 0.7390 73.90%
Aromatase binding + 0.6055 60.55%
PPAR gamma - 0.5669 56.69%
Honey bee toxicity - 0.7856 78.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9421 94.21%

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 96.88% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.42% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.91% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.69% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.29% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.53% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.56% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.17% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 84.78% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.76% 96.61%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.75% 94.66%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.42% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.22% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 84.01% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.95% 95.56%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.32% 98.46%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.13% 100.00%
CHEMBL4805 Q99572 P2X purinoceptor 7 81.81% 97.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.73% 86.92%
CHEMBL2514 O95665 Neurotensin receptor 2 81.49% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.33% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 80.98% 94.75%

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 163056248
LOTUS LTS0053463
wikiData Q105289449