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(2R,3R,4S,5S,6R)-2-[(E)-5-[(1S,4S,4aR,5R,8aR)-4-hydroxy-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoxy]-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 d0d82249-4432-40dd-b929-ddffa202dcb7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(E)-5-[(1S,4S,4aR,5R,8aR)-4-hydroxy-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCOC1C(C(C(C(O1)CO)O)O)O)CCC2C(=C)CC(C3C2(CCCC3(C)COC4C(C(C(C(O4)CO)O)O)O)C)O
SMILES (Isomeric) C/C(=C\CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)/CC[C@H]2C(=C)C[C@@H]([C@@H]3[C@@]2(CCC[C@@]3(C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)O
InChI InChI=1S/C32H54O13/c1-16(8-11-42-29-26(40)24(38)22(36)20(13-33)44-29)6-7-18-17(2)12-19(35)28-31(3,9-5-10-32(18,28)4)15-43-30-27(41)25(39)23(37)21(14-34)45-30/h8,18-30,33-41H,2,5-7,9-15H2,1,3-4H3/b16-8+/t18-,19-,20+,21+,22+,23+,24-,25-,26+,27+,28-,29+,30+,31-,32+/m0/s1
InChI Key JMXAFLJTHJFRNR-LWLXQWMMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O13
Molecular Weight 646.80 g/mol
Exact Mass 646.35644177 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 11

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-[(E)-5-[(1S,4S,4aR,5R,8aR)-4-hydroxy-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoxy]-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 - 0.4639 46.39%
Caco-2 - 0.8819 88.19%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6467 64.67%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.7518 75.18%
OATP1B3 inhibitior + 0.8091 80.91%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5860 58.60%
P-glycoprotein inhibitior + 0.6314 63.14%
P-glycoprotein substrate - 0.6484 64.84%
CYP3A4 substrate + 0.6687 66.87%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9070 90.70%
CYP2C9 inhibition - 0.8998 89.98%
CYP2C19 inhibition - 0.8681 86.81%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.6012 60.12%
CYP inhibitory promiscuity - 0.9644 96.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6855 68.55%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9284 92.84%
Skin irritation - 0.5844 58.44%
Skin corrosion - 0.9486 94.86%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8694 86.94%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7915 79.15%
skin sensitisation - 0.9000 90.00%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8232 82.32%
Acute Oral Toxicity (c) III 0.4855 48.55%
Estrogen receptor binding + 0.7720 77.20%
Androgen receptor binding + 0.7134 71.34%
Thyroid receptor binding - 0.5894 58.94%
Glucocorticoid receptor binding + 0.5532 55.32%
Aromatase binding + 0.6663 66.63%
PPAR gamma + 0.6390 63.90%
Honey bee toxicity - 0.7320 73.20%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9350 93.50%

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 98.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.77% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.80% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.30% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.79% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.43% 97.09%
CHEMBL233 P35372 Mu opioid receptor 87.76% 97.93%
CHEMBL1977 P11473 Vitamin D receptor 87.24% 99.43%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.92% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 84.60% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.93% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.74% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.66% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 83.06% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.03% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.26% 95.83%
CHEMBL1951 P21397 Monoamine oxidase A 81.05% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.04% 85.14%

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 15659907
LOTUS LTS0112705
wikiData Q105131723