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3-[(1R,3R,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-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 05213fc1-d5fc-4ab2-b3c8-cdbbe9931625
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1R,3R,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H44O8/c1-15-26(33)22(30)13-25(36-15)37-18-11-17-4-5-21-20(28(17,3)23(31)12-18)6-8-27(2)19(7-9-29(21,27)34)16-10-24(32)35-14-16/h10,15,17-23,25-26,30-31,33-34H,4-9,11-14H2,1-3H3/t15-,17-,18-,19-,20+,21-,22-,23-,25+,26-,27-,28+,29+/m1/s1
InChI Key TWYWVFKLDXGLSS-XOULAJMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O8
Molecular Weight 520.70 g/mol
Exact Mass 520.30361836 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1R,3R,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-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 + 0.9631 96.31%
Caco-2 - 0.8082 80.82%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8620 86.20%
OATP2B1 inhibitior - 0.5943 59.43%
OATP1B1 inhibitior + 0.9374 93.74%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.4572 45.72%
P-glycoprotein inhibitior - 0.5156 51.56%
P-glycoprotein substrate + 0.8076 80.76%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.9010 90.10%
CYP2C9 inhibition - 0.9082 90.82%
CYP2C19 inhibition - 0.9258 92.58%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8902 89.02%
CYP2C8 inhibition - 0.8347 83.47%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5211 52.11%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9469 94.69%
Skin irritation + 0.5730 57.30%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7462 74.62%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9061 90.61%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7602 76.02%
Acute Oral Toxicity (c) I 0.7997 79.97%
Estrogen receptor binding + 0.7604 76.04%
Androgen receptor binding + 0.8424 84.24%
Thyroid receptor binding - 0.5478 54.78%
Glucocorticoid receptor binding + 0.6966 69.66%
Aromatase binding + 0.7087 70.87%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7085 70.85%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9797 97.97%

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
CHEMBL1994 P08235 Mineralocorticoid receptor 96.45% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.31% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.23% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.12% 97.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.60% 81.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.27% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.05% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.07% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.48% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.31% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.68% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.95% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.65% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.16% 99.23%
CHEMBL1871 P10275 Androgen Receptor 83.99% 96.43%
CHEMBL1951 P21397 Monoamine oxidase A 82.80% 91.49%
CHEMBL4208 P20618 Proteasome component C5 82.28% 90.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.64% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.38% 97.14%

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.
Streptocaulon juventas

Cross-Links

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PubChem 44566913
NPASS NPC473852
ChEMBL CHEMBL453482