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[(2S,3R,4S,5R)-2-[2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] 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 dc22bac4-bff6-4aaf-8b22-3167c630a554
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(2S,3R,4S,5R)-2-[2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate
SMILES (Canonical) CC1=C2CC(CCC2(CCC1=O)C)C(C)(C)OC3C(C(C(CO3)O)O)OC(=O)C
SMILES (Isomeric) CC1=C2C[C@@H](CC[C@]2(CCC1=O)C)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)OC(=O)C
InChI InChI=1S/C22H34O7/c1-12-15-10-14(6-8-22(15,5)9-7-16(12)24)21(3,4)29-20-19(28-13(2)23)18(26)17(25)11-27-20/h14,17-20,25-26H,6-11H2,1-5H3/t14-,17-,18+,19-,20+,22+/m1/s1
InChI Key FNDPMSQPTBITJF-FJWSZCPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O7
Molecular Weight 410.50 g/mol
Exact Mass 410.23045342 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-2-[2-[(2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9672 96.72%
Caco-2 - 0.5717 57.17%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8974 89.74%
OATP2B1 inhibitior - 0.7198 71.98%
OATP1B1 inhibitior + 0.8803 88.03%
OATP1B3 inhibitior + 0.8711 87.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6068 60.68%
BSEP inhibitior + 0.8704 87.04%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6114 61.14%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 0.7908 79.08%
CYP2D6 substrate - 0.8987 89.87%
CYP3A4 inhibition - 0.8014 80.14%
CYP2C9 inhibition - 0.8202 82.02%
CYP2C19 inhibition - 0.9194 91.94%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.7518 75.18%
CYP2C8 inhibition - 0.6611 66.11%
CYP inhibitory promiscuity - 0.9791 97.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6436 64.36%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9423 94.23%
Skin irritation - 0.5683 56.83%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6495 64.95%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8388 83.88%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7161 71.61%
Acute Oral Toxicity (c) III 0.4650 46.50%
Estrogen receptor binding + 0.6944 69.44%
Androgen receptor binding + 0.5596 55.96%
Thyroid receptor binding + 0.5274 52.74%
Glucocorticoid receptor binding + 0.7087 70.87%
Aromatase binding + 0.5990 59.90%
PPAR gamma + 0.6098 60.98%
Honey bee toxicity - 0.6961 69.61%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9851 98.51%

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 98.46% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.28% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.55% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.33% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.98% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.09% 99.23%
CHEMBL1871 P10275 Androgen Receptor 89.70% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.32% 89.00%
CHEMBL204 P00734 Thrombin 88.30% 96.01%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.58% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.04% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.91% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.88% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.66% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.42% 93.04%
CHEMBL5028 O14672 ADAM10 84.89% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.22% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.91% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.75% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 83.61% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.95% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.64% 94.00%
CHEMBL1902 P62942 FK506-binding protein 1A 81.11% 97.05%
CHEMBL340 P08684 Cytochrome P450 3A4 81.04% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.98% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.86% 91.07%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.18% 97.28%

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.
Iphiona scabra

Cross-Links

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PubChem 163053102
LOTUS LTS0138749
wikiData Q104998225