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(2S,3R,4S,5S)-2-[[(1R,2R,4aR,5R,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-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 7ee35f00-c45c-45c0-a44c-c756baba9816
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2S,3R,4S,5S)-2-[[(1R,2R,4aR,5R,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC12CCC(C(C1CCC(C2CCC(C)(C=C)O)(C)OC3C(C(C(CO3)O)O)O)(C)CO)O
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]([C@@H]2CC[C@@](C)(C=C)O)(C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O)(C)CO)O
InChI InChI=1S/C25H44O8/c1-6-22(2,31)10-7-17-23(3)11-9-18(28)24(4,14-26)16(23)8-12-25(17,5)33-21-20(30)19(29)15(27)13-32-21/h6,15-21,26-31H,1,7-14H2,2-5H3/t15-,16+,17+,18-,19-,20+,21-,22+,23-,24-,25+/m0/s1
InChI Key DDBFXHRHQKHBNN-JLBBAOFQSA-N
Popularity 1 reference 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) 1.10
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-[[(1R,2R,4aR,5R,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-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 - 0.5000 50.00%
Caco-2 - 0.7541 75.41%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5955 59.55%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior + 0.8811 88.11%
OATP1B3 inhibitior + 0.8747 87.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6193 61.93%
P-glycoprotein inhibitior - 0.6351 63.51%
P-glycoprotein substrate - 0.6465 64.65%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.7982 79.82%
CYP2C9 inhibition - 0.8993 89.93%
CYP2C19 inhibition - 0.8167 81.67%
CYP2D6 inhibition - 0.9556 95.56%
CYP1A2 inhibition - 0.8624 86.24%
CYP2C8 inhibition + 0.5950 59.50%
CYP inhibitory promiscuity - 0.9646 96.46%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7392 73.92%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9399 93.99%
Skin irritation - 0.6535 65.35%
Skin corrosion - 0.9511 95.11%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7171 71.71%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7275 72.75%
skin sensitisation - 0.9143 91.43%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7939 79.39%
Acute Oral Toxicity (c) III 0.4628 46.28%
Estrogen receptor binding + 0.6029 60.29%
Androgen receptor binding + 0.6113 61.13%
Thyroid receptor binding + 0.5692 56.92%
Glucocorticoid receptor binding + 0.5873 58.73%
Aromatase binding + 0.7049 70.49%
PPAR gamma + 0.6312 63.12%
Honey bee toxicity - 0.6875 68.75%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9250 92.50%

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 96.55% 97.25%
CHEMBL325 Q13547 Histone deacetylase 1 96.34% 95.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.18% 97.09%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 90.13% 97.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.92% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.35% 90.93%
CHEMBL1937 Q92769 Histone deacetylase 2 88.30% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.05% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.80% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.54% 91.03%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.53% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 83.44% 92.98%
CHEMBL1871 P10275 Androgen Receptor 82.71% 96.43%
CHEMBL5028 O14672 ADAM10 82.44% 97.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.37% 89.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.07% 95.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.26% 97.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.97% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.78% 92.62%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.70% 95.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.54% 96.90%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 80.35% 94.01%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101449348
LOTUS LTS0234071
wikiData Q104976184