2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[5-(5-hydroxy-3-methylpent-3-enyl)-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID e02e2e23-414e-4ec7-80ab-419d9ddafba3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[5-(5-hydroxy-3-methylpent-3-enyl)-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC(=C)C4CCC(=CCO)C)C)CO)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC(=C)C4CCC(=CCO)C)C)CO)O)O)O)O)O
InChI InChI=1S/C32H54O11/c1-16(12-14-33)7-9-19-17(2)8-10-21-31(4,5)22(11-13-32(19,21)6)42-30-28(26(38)24(36)20(15-34)41-30)43-29-27(39)25(37)23(35)18(3)40-29/h12,18-30,33-39H,2,7-11,13-15H2,1,3-6H3
InChI Key SSHXDVDTCMYCRL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O11
Molecular Weight 614.80 g/mol
Exact Mass 614.36661253 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.15
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[5-(5-hydroxy-3-methylpent-3-enyl)-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl]oxy]oxan-3-yl]oxy-6-methyloxane-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 + 0.5599 55.99%
Caco-2 - 0.8552 85.52%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7588 75.88%
OATP2B1 inhibitior - 0.7222 72.22%
OATP1B1 inhibitior + 0.8200 82.00%
OATP1B3 inhibitior - 0.3000 30.00%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5092 50.92%
P-glycoprotein inhibitior + 0.6329 63.29%
P-glycoprotein substrate - 0.7259 72.59%
CYP3A4 substrate + 0.7098 70.98%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9356 93.56%
CYP2C9 inhibition - 0.8338 83.38%
CYP2C19 inhibition - 0.8323 83.23%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8447 84.47%
CYP2C8 inhibition + 0.6055 60.55%
CYP inhibitory promiscuity - 0.9303 93.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6860 68.60%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9313 93.13%
Skin irritation - 0.6656 66.56%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8154 81.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8853 88.53%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8341 83.41%
skin sensitisation - 0.8809 88.09%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8873 88.73%
Acute Oral Toxicity (c) III 0.6842 68.42%
Estrogen receptor binding + 0.6564 65.64%
Androgen receptor binding + 0.6489 64.89%
Thyroid receptor binding - 0.5311 53.11%
Glucocorticoid receptor binding + 0.5734 57.34%
Aromatase binding + 0.6756 67.56%
PPAR gamma + 0.6893 68.93%
Honey bee toxicity - 0.6516 65.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9676 96.76%

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 98.71% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 92.94% 91.49%
CHEMBL1977 P11473 Vitamin D receptor 91.82% 99.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.88% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.79% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.70% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.61% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.23% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.53% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.81% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.34% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 82.74% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.44% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.52% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.18% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.09% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.70% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.22% 91.24%

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.
Diplopterygium glaucum

Cross-Links

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PubChem 85117604
LOTUS LTS0215261
wikiData Q105259683