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(1R,2S,3S,5R,6R,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,9,23-trihydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacos-14-en-4-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 3cf1c9c4-17d6-4a0a-996e-d9be611c9a9d
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name (1R,2S,3S,5R,6R,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,9,23-trihydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacos-14-en-4-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3C=C4CC5C6(O5)C(C4(CC3O2)C)C(C(=O)C7(C6(CCC7C8=CC(=O)OC8)O)C)O)O)OC
SMILES (Isomeric) C[C@@H]1C[C@H]([C@]2([C@@H](O1)O[C@@H]3C=C4C[C@H]5[C@]6(O5)[C@@H]([C@]4(C[C@H]3O2)C)[C@@H](C(=O)[C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)O)OC
InChI InChI=1S/C30H38O11/c1-13-7-20(36-4)30(35)25(38-13)39-17-9-15-10-19-29(41-19)23(26(15,2)11-18(17)40-30)22(32)24(33)27(3)16(5-6-28(27,29)34)14-8-21(31)37-12-14/h8-9,13,16-20,22-23,25,32,34-35H,5-7,10-12H2,1-4H3/t13-,16-,17-,18-,19+,20-,22+,23-,25+,26+,27+,28-,29+,30+/m1/s1
InChI Key XHXCSWUCMTUFMB-VJPIWAGPSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O11
Molecular Weight 574.60 g/mol
Exact Mass 574.24141202 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP -1.00
Atomic LogP (AlogP) 0.68
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,3S,5R,6R,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,9,23-trihydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacos-14-en-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9792 97.92%
Caco-2 - 0.7979 79.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8165 81.65%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8392 83.92%
OATP1B3 inhibitior + 0.9754 97.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.8481 84.81%
P-glycoprotein inhibitior + 0.7084 70.84%
P-glycoprotein substrate + 0.7702 77.02%
CYP3A4 substrate + 0.7294 72.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8909 89.09%
CYP3A4 inhibition - 0.6982 69.82%
CYP2C9 inhibition - 0.7978 79.78%
CYP2C19 inhibition - 0.8982 89.82%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.8496 84.96%
CYP2C8 inhibition + 0.6409 64.09%
CYP inhibitory promiscuity - 0.9380 93.80%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4677 46.77%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.5680 56.80%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5561 55.61%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5815 58.15%
skin sensitisation - 0.8891 88.91%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6066 60.66%
Acute Oral Toxicity (c) I 0.6756 67.56%
Estrogen receptor binding + 0.7430 74.30%
Androgen receptor binding + 0.7615 76.15%
Thyroid receptor binding - 0.5193 51.93%
Glucocorticoid receptor binding + 0.7622 76.22%
Aromatase binding + 0.7339 73.39%
PPAR gamma + 0.6301 63.01%
Honey bee toxicity - 0.6312 63.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9757 97.57%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.74% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.62% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.51% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.10% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.33% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.23% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.86% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.53% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.47% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 88.03% 97.05%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.55% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.41% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.72% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.08% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.48% 97.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.41% 97.36%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.67% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.46% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 81.38% 94.75%

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.
Anodendron affine
Bruguiera exaristata
Datura innoxia
Duboisia leichhardtii
Duboisia myoporoides

Cross-Links

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PubChem 21632918
LOTUS LTS0013910
wikiData Q105268821