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5-[(3S,8S,9R,10R,13R,14R,17R)-3-[(2R,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-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 54c9ec75-f088-4fe7-ad8b-53848fbc3335
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8S,9R,10R,13R,14R,17R)-3-[(2R,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H62O19/c1-18-34(60-38-33(52)30(49)35(24(16-44)59-38)61-37-31(50)28(47)27(46)23(15-43)58-37)29(48)32(51)36(56-18)57-21-7-10-39(2)20(14-21)6-12-41(53)25(39)9-11-40(3)22(8-13-42(40,41)54)19-4-5-26(45)55-17-19/h4-5,14,17-18,21-25,27-38,43-44,46-54H,6-13,15-16H2,1-3H3/t18-,21-,22+,23+,24+,25+,27+,28-,29-,30+,31+,32+,33+,34-,35+,36-,37-,38-,39-,40+,41-,42+/m0/s1
InChI Key BMHJEPXNAGKKNO-MRZWBIORSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O19
Molecular Weight 870.90 g/mol
Exact Mass 870.38852974 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -2.22
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,8S,9R,10R,13R,14R,17R)-3-[(2R,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9057 90.57%
Caco-2 - 0.8827 88.27%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8230 82.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8173 81.73%
OATP1B3 inhibitior + 0.8324 83.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8526 85.26%
BSEP inhibitior + 0.8696 86.96%
P-glycoprotein inhibitior + 0.7326 73.26%
P-glycoprotein substrate - 0.5545 55.45%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition - 0.8991 89.91%
CYP2D6 inhibition - 0.9262 92.62%
CYP1A2 inhibition - 0.8828 88.28%
CYP2C8 inhibition + 0.6678 66.78%
CYP inhibitory promiscuity - 0.8852 88.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.6107 61.07%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7881 78.81%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6656 66.56%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8425 84.25%
Acute Oral Toxicity (c) I 0.5927 59.27%
Estrogen receptor binding + 0.8336 83.36%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7059 70.59%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.7705 77.05%
Honey bee toxicity - 0.6678 66.78%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9832 98.32%

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 97.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.40% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.02% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.27% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.80% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.36% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.61% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.82% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.59% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.85% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.12% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 85.45% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.18% 97.25%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.70% 89.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.22% 97.36%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.02% 90.08%
CHEMBL220 P22303 Acetylcholinesterase 80.95% 94.45%

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.
Drimia maritima

Cross-Links

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PubChem 162934224
LOTUS LTS0234376
wikiData Q104938397