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(2S,3R,4S,5S)-2-[[(1S,3R,4R,4aS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4a,8-trimethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl]oxy]oxane-3,4,5-triol

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 20614e5b-6429-4db4-a256-61a495d4201f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2S,3R,4S,5S)-2-[[(1S,3R,4R,4aS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4a,8-trimethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H44O8/c1-15(8-11-26)6-7-18-24(3)10-5-9-23(2,14-27)21(24)17(12-25(18,4)31)33-22-20(30)19(29)16(28)13-32-22/h8,16-22,26-31H,5-7,9-14H2,1-4H3/b15-8+/t16-,17-,18+,19-,20+,21-,22-,23+,24+,25+/m0/s1
InChI Key XBKVWPQLWPFSGL-BRWGKAQFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H44O8
Molecular Weight 472.60 g/mol
Exact Mass 472.30361836 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S)-2-[[(1S,3R,4R,4aS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4a,8-trimethyl-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6262 62.62%
Caco-2 - 0.7454 74.54%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6892 68.92%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.8438 84.38%
OATP1B3 inhibitior + 0.8164 81.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4813 48.13%
P-glycoprotein inhibitior - 0.6508 65.08%
P-glycoprotein substrate - 0.5865 58.65%
CYP3A4 substrate + 0.6964 69.64%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9020 90.20%
CYP2C9 inhibition - 0.9043 90.43%
CYP2C19 inhibition - 0.8532 85.32%
CYP2D6 inhibition - 0.9438 94.38%
CYP1A2 inhibition - 0.8406 84.06%
CYP2C8 inhibition + 0.5619 56.19%
CYP inhibitory promiscuity - 0.9475 94.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7144 71.44%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9444 94.44%
Skin irritation - 0.6211 62.11%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7427 74.27%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7351 73.51%
skin sensitisation - 0.9076 90.76%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8784 87.84%
Acute Oral Toxicity (c) III 0.5061 50.61%
Estrogen receptor binding + 0.6704 67.04%
Androgen receptor binding + 0.5906 59.06%
Thyroid receptor binding + 0.5926 59.26%
Glucocorticoid receptor binding + 0.5763 57.63%
Aromatase binding + 0.7681 76.81%
PPAR gamma + 0.5973 59.73%
Honey bee toxicity - 0.7258 72.58%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8939 89.39%

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 97.73% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.24% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.48% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.92% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.97% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 89.57% 95.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.27% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.54% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.53% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.91% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.09% 96.77%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.28% 95.83%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.37% 97.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.20% 91.24%
CHEMBL325 Q13547 Histone deacetylase 1 84.10% 95.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.82% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.99% 92.62%
CHEMBL233 P35372 Mu opioid receptor 82.71% 97.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.37% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.35% 93.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.88% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 81.81% 91.49%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.19% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.89% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.87% 86.92%
CHEMBL2581 P07339 Cathepsin D 80.36% 98.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.30% 92.68%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.10% 97.50%

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.
Baccharis gaudichaudiana

Cross-Links

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PubChem 162986608
LOTUS LTS0200031
wikiData Q105324552