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3-[(1S,2S,4R,5S,6S,9S,10R,13R,15S,18S)-15-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-9-hydroxy-5,18-dimethyl-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-6-yl]-2H-furan-5-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 0b79a08a-9305-4638-9562-2569d8c8ea60
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1S,2S,4R,5S,6S,9S,10R,13R,15S,18S)-15-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-9-hydroxy-5,18-dimethyl-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-6-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3C5C(O5)C6(C4(CCC6C7=CC(=O)OC7)O)C)C)O)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3[C@H]5[C@H](O5)[C@]6([C@@]4(CC[C@H]6C7=CC(=O)OC7)O)C)C)O)OC)O
InChI InChI=1S/C30H44O9/c1-14-22(32)25(35-4)23(33)27(37-14)38-17-7-9-28(2)16(12-17)5-6-19-21(28)24-26(39-24)29(3)18(8-10-30(19,29)34)15-11-20(31)36-13-15/h11,14,16-19,21-27,32-34H,5-10,12-13H2,1-4H3/t14-,16+,17-,18-,19+,21+,22-,23+,24-,25+,26-,27-,28-,29-,30-/m0/s1
InChI Key IMZJQCFFLONCLT-IQAPNMRHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O9
Molecular Weight 548.70 g/mol
Exact Mass 548.29853298 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.10
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,2S,4R,5S,6S,9S,10R,13R,15S,18S)-15-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-9-hydroxy-5,18-dimethyl-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-6-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9557 95.57%
Caco-2 - 0.8211 82.11%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7174 71.74%
OATP2B1 inhibitior - 0.7225 72.25%
OATP1B1 inhibitior + 0.9291 92.91%
OATP1B3 inhibitior + 0.9729 97.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6783 67.83%
P-glycoprotein inhibitior + 0.5875 58.75%
P-glycoprotein substrate + 0.7761 77.61%
CYP3A4 substrate + 0.7044 70.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.8032 80.32%
CYP2C9 inhibition - 0.8003 80.03%
CYP2C19 inhibition - 0.8703 87.03%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition - 0.7439 74.39%
CYP inhibitory promiscuity - 0.8933 89.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5881 58.81%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9413 94.13%
Skin irritation - 0.6076 60.76%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.5724 57.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7438 74.38%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5796 57.96%
Acute Oral Toxicity (c) I 0.6598 65.98%
Estrogen receptor binding + 0.7375 73.75%
Androgen receptor binding + 0.7851 78.51%
Thyroid receptor binding - 0.6423 64.23%
Glucocorticoid receptor binding + 0.6861 68.61%
Aromatase binding + 0.6820 68.20%
PPAR gamma + 0.5672 56.72%
Honey bee toxicity - 0.6675 66.75%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9539 95.39%

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 96.92% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.13% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.71% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.15% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.01% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.25% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.09% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.47% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.05% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.68% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.51% 82.69%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.37% 91.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.84% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.56% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.95% 97.36%
CHEMBL2581 P07339 Cathepsin D 81.95% 98.95%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.39% 98.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.31% 92.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.95% 90.71%

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.
Cerbera manghas

Cross-Links

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PubChem 163085591
LOTUS LTS0007445
wikiData Q105116018