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(3S,5S,10S,13R,14S)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 650b65b2-9983-41ec-9ac1-893832fd22ba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5S,10S,13R,14S)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)OC7C(C(C(CO7)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3(C4CC[C@@]5(C(CC[C@@]5(C4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O
InChI InChI=1S/C34H50O13/c1-17-29(47-30-28(40)27(39)24(37)15-44-30)23(36)12-26(45-17)46-19-3-8-32(16-35)21-4-7-31(2)20(18-11-25(38)43-14-18)6-10-34(31,42)22(21)5-9-33(32,41)13-19/h11,16-17,19-24,26-30,36-37,39-42H,3-10,12-15H2,1-2H3/t17-,19+,20?,21?,22?,23+,24-,26+,27+,28-,29-,30+,31-,32+,33+,34+/m1/s1
InChI Key GPMRZMZJGUPWPZ-MQDLSUFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O13
Molecular Weight 666.80 g/mol
Exact Mass 666.32514165 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -1.20
Atomic LogP (AlogP) 0.24
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,10S,13R,14S)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.8609 86.09%
Caco-2 - 0.8789 87.89%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8620 86.20%
OATP2B1 inhibitior - 0.7359 73.59%
OATP1B1 inhibitior + 0.9220 92.20%
OATP1B3 inhibitior + 0.9683 96.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7919 79.19%
P-glycoprotein inhibitior + 0.6750 67.50%
P-glycoprotein substrate + 0.7875 78.75%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.9289 92.89%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9322 93.22%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.9284 92.84%
CYP2C8 inhibition + 0.4446 44.46%
CYP inhibitory promiscuity - 0.9594 95.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5514 55.14%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9279 92.79%
Skin irritation - 0.5695 56.95%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis + 0.6030 60.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7459 74.59%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7967 79.67%
skin sensitisation - 0.9082 90.82%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8717 87.17%
Acute Oral Toxicity (c) I 0.8361 83.61%
Estrogen receptor binding + 0.8021 80.21%
Androgen receptor binding + 0.8007 80.07%
Thyroid receptor binding - 0.6285 62.85%
Glucocorticoid receptor binding + 0.6179 61.79%
Aromatase binding + 0.6785 67.85%
PPAR gamma + 0.6213 62.13%
Honey bee toxicity - 0.6640 66.40%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9787 97.87%

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 98.45% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.62% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.36% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.74% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.73% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.21% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.65% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.87% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.59% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.35% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.20% 85.14%
CHEMBL4208 P20618 Proteasome component C5 88.09% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.19% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.66% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.62% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.28% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.89% 95.89%
CHEMBL1871 P10275 Androgen Receptor 83.21% 96.43%
CHEMBL2581 P07339 Cathepsin D 82.75% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.91% 99.23%

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.
Tabernaemontana divaricata

Cross-Links

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PubChem 6325155
NPASS NPC206259