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(3S,5R,8S,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

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 3be34873-c98a-43cf-8b75-421486588770
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5R,8S,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)OC)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H](C[C@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C=O)OC)O
InChI InChI=1S/C30H44O8/c1-17-27(33)24(35-3)14-26(37-17)38-20-6-10-29(16-31)19(13-20)4-5-23-22(29)7-9-28(2)21(8-11-30(23,28)34)18-12-25(32)36-15-18/h12,16-17,19-24,26-27,33-34H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23-,24-,26+,27+,28+,29+,30-/m0/s1
InChI Key BVEFMGIAGANFEG-QQLJGPOGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,8S,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9759 97.59%
Caco-2 - 0.7934 79.34%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8454 84.54%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.9303 93.03%
OATP1B3 inhibitior + 0.9726 97.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.8980 89.80%
P-glycoprotein inhibitior + 0.6436 64.36%
P-glycoprotein substrate + 0.8177 81.77%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9043 90.43%
CYP2C19 inhibition - 0.9471 94.71%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.9087 90.87%
CYP2C8 inhibition - 0.6650 66.50%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4628 46.28%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9437 94.37%
Skin irritation + 0.4943 49.43%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.5624 56.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7130 71.30%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7801 78.01%
skin sensitisation - 0.9150 91.50%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.8422 84.22%
Estrogen receptor binding + 0.7875 78.75%
Androgen receptor binding + 0.8327 83.27%
Thyroid receptor binding - 0.5599 55.99%
Glucocorticoid receptor binding + 0.7810 78.10%
Aromatase binding + 0.6256 62.56%
PPAR gamma + 0.5271 52.71%
Honey bee toxicity - 0.6607 66.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9692 96.92%

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 97.66% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.33% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.59% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.39% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.58% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.17% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.00% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.45% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.86% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 88.71% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.03% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.88% 97.14%
CHEMBL4208 P20618 Proteasome component C5 85.60% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.05% 99.23%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.84% 90.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.19% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.16% 89.00%
CHEMBL1871 P10275 Androgen Receptor 81.17% 96.43%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.87% 97.33%

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.
Apocynum cannabinum

Cross-Links

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PubChem 162950765
LOTUS LTS0152917
wikiData Q104946477