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(2R,3R,4S,5S,6R)-2-[[(1R,4aR,5S,8S,8aR)-8-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)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 790a62b6-2f64-4f40-ae6f-21c7daee9b9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,4aR,5S,8S,8aR)-8-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCO)CCC1C(=C)CC(C2C1(CCCC2(C)COC3C(C(C(C(O3)CO)O)O)O)C)O
SMILES (Isomeric) C/C(=C\CO)/CC[C@H]1C(=C)C[C@@H]([C@@H]2[C@@]1(CCC[C@@]2(C)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)O
InChI InChI=1S/C26H44O8/c1-15(8-11-27)6-7-17-16(2)12-18(29)23-25(3,9-5-10-26(17,23)4)14-33-24-22(32)21(31)20(30)19(13-28)34-24/h8,17-24,27-32H,2,5-7,9-14H2,1,3-4H3/b15-8+/t17-,18-,19+,20+,21-,22+,23-,24+,25-,26+/m0/s1
InChI Key KZVWZAKLOUSUFT-XKAFIKCESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O8
Molecular Weight 484.60 g/mol
Exact Mass 484.30361836 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1R,4aR,5S,8S,8aR)-8-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-(hydroxymethyl)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 + 0.6064 60.64%
Caco-2 - 0.7927 79.27%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6378 63.78%
OATP2B1 inhibitior - 0.5781 57.81%
OATP1B1 inhibitior + 0.7455 74.55%
OATP1B3 inhibitior + 0.8417 84.17%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.5532 55.32%
P-glycoprotein inhibitior - 0.5612 56.12%
P-glycoprotein substrate - 0.6871 68.71%
CYP3A4 substrate + 0.6695 66.95%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8466 84.66%
CYP2C9 inhibition - 0.8756 87.56%
CYP2C19 inhibition - 0.8149 81.49%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8274 82.74%
CYP2C8 inhibition + 0.6026 60.26%
CYP inhibitory promiscuity - 0.9497 94.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7282 72.82%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9489 94.89%
Skin irritation - 0.5999 59.99%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8691 86.91%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7915 79.15%
skin sensitisation - 0.8936 89.36%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8015 80.15%
Acute Oral Toxicity (c) III 0.5392 53.92%
Estrogen receptor binding + 0.7148 71.48%
Androgen receptor binding + 0.6968 69.68%
Thyroid receptor binding + 0.5143 51.43%
Glucocorticoid receptor binding + 0.6410 64.10%
Aromatase binding + 0.7097 70.97%
PPAR gamma + 0.6684 66.84%
Honey bee toxicity - 0.7613 76.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9450 94.50%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.44% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.00% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.87% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.87% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.27% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.42% 97.25%
CHEMBL1977 P11473 Vitamin D receptor 89.88% 99.43%
CHEMBL2581 P07339 Cathepsin D 89.49% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.56% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.02% 94.75%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.70% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.52% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 85.17% 91.49%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.69% 91.24%
CHEMBL237 P41145 Kappa opioid receptor 83.27% 98.10%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.05% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.94% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.56% 95.93%

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.
Mitraria coccinea

Cross-Links

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PubChem 15659908
LOTUS LTS0033472
wikiData Q105148463