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(1S,2S,4aR,4bR,7S,8aR,10aR)-2-[(2R,3S)-3-[(2R)-2-hydroxy-4-methylpent-3-enyl]-3-methyloxiran-2-yl]-4b,8,8,10a-tetramethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2'-one

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 e2f00f52-98cc-4dce-ba12-54c4dadc0bee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1S,2S,4aR,4bR,7S,8aR,10aR)-2-[(2R,3S)-3-[(2R)-2-hydroxy-4-methylpent-3-enyl]-3-methyloxiran-2-yl]-4b,8,8,10a-tetramethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2'-one
SMILES (Canonical) CC(=CC(CC1(C(O1)C2CCC3C4(CCC(C(C4CCC3(C25CC(=O)OC5)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C
SMILES (Isomeric) CC(=C[C@@H](C[C@]1([C@H](O1)[C@H]2CC[C@@H]3[C@]4(CC[C@@H](C([C@@H]4CC[C@]3([C@]25CC(=O)OC5)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C
InChI InChI=1S/C36H58O10/c1-19(2)14-20(38)15-35(7)30(46-35)21-8-9-24-33(5)12-11-25(45-31-29(42)28(41)27(40)22(17-37)44-31)32(3,4)23(33)10-13-34(24,6)36(21)16-26(39)43-18-36/h14,20-25,27-31,37-38,40-42H,8-13,15-18H2,1-7H3/t20-,21+,22+,23-,24+,25-,27+,28-,29+,30+,31-,33-,34+,35-,36-/m0/s1
InChI Key KPOSIVPPNIGLFV-DTEDDKSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O10
Molecular Weight 650.80 g/mol
Exact Mass 650.40299804 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4aR,4bR,7S,8aR,10aR)-2-[(2R,3S)-3-[(2R)-2-hydroxy-4-methylpent-3-enyl]-3-methyloxiran-2-yl]-4b,8,8,10a-tetramethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8591 85.91%
Caco-2 - 0.8579 85.79%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8232 82.32%
OATP2B1 inhibitior - 0.7212 72.12%
OATP1B1 inhibitior + 0.8313 83.13%
OATP1B3 inhibitior + 0.9168 91.68%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6866 68.66%
P-glycoprotein inhibitior + 0.7994 79.94%
P-glycoprotein substrate - 0.6112 61.12%
CYP3A4 substrate + 0.7242 72.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8816 88.16%
CYP3A4 inhibition - 0.8305 83.05%
CYP2C9 inhibition - 0.7847 78.47%
CYP2C19 inhibition - 0.8715 87.15%
CYP2D6 inhibition - 0.9165 91.65%
CYP1A2 inhibition - 0.8772 87.72%
CYP2C8 inhibition + 0.6339 63.39%
CYP inhibitory promiscuity - 0.9086 90.86%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5909 59.09%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9168 91.68%
Skin irritation - 0.6094 60.94%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.6924 69.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6737 67.37%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.7767 77.67%
skin sensitisation - 0.8807 88.07%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6002 60.02%
Acute Oral Toxicity (c) I 0.7474 74.74%
Estrogen receptor binding + 0.6723 67.23%
Androgen receptor binding + 0.7483 74.83%
Thyroid receptor binding - 0.5751 57.51%
Glucocorticoid receptor binding + 0.6442 64.42%
Aromatase binding + 0.6837 68.37%
PPAR gamma + 0.6903 69.03%
Honey bee toxicity - 0.5821 58.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9613 96.13%

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 97.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.80% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.39% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.64% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.95% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.89% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.74% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.85% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 88.52% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.52% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.95% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.95% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 87.06% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.01% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 86.78% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.28% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.61% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.02% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.95% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 82.74% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.28% 93.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.36% 97.47%

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.
Hovenia dulcis

Cross-Links

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PubChem 162848719
LOTUS LTS0244419
wikiData Q105144306