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[(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14,17-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

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 7f28ee6d-a8d4-441f-a385-58af5794b79f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14,17-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H70O15/c1-22-38(47)31(50-8)19-36(53-22)58-40-24(3)55-37(21-33(40)52-10)59-39-23(2)54-35(20-32(39)51-9)57-28-13-14-41(6)27(17-28)11-12-29-30(41)18-34(56-26(5)46)42(7)43(48,25(4)45)15-16-44(29,42)49/h11,22-24,28-40,47-49H,12-21H2,1-10H3/t22-,23-,24-,28+,29-,30+,31+,32+,33+,34-,35+,36+,37+,38-,39-,40-,41+,42-,43-,44+/m1/s1
InChI Key RRBNZAUYLICEFU-CSOTUTFCSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C44H70O15
Molecular Weight 839.00 g/mol
Exact Mass 838.47147152 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14,17-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9426 94.26%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7305 73.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8904 89.04%
OATP1B3 inhibitior + 0.9218 92.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6374 63.74%
BSEP inhibitior + 0.9670 96.70%
P-glycoprotein inhibitior + 0.7603 76.03%
P-glycoprotein substrate + 0.6520 65.20%
CYP3A4 substrate + 0.7359 73.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8921 89.21%
CYP3A4 inhibition - 0.8515 85.15%
CYP2C9 inhibition - 0.9153 91.53%
CYP2C19 inhibition - 0.9382 93.82%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.8666 86.66%
CYP2C8 inhibition + 0.5865 58.65%
CYP inhibitory promiscuity - 0.9532 95.32%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5261 52.61%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9126 91.26%
Skin irritation + 0.5649 56.49%
Skin corrosion - 0.9199 91.99%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6652 66.52%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6426 64.26%
skin sensitisation - 0.8778 87.78%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7660 76.60%
Acute Oral Toxicity (c) I 0.3844 38.44%
Estrogen receptor binding + 0.8267 82.67%
Androgen receptor binding + 0.7673 76.73%
Thyroid receptor binding - 0.5167 51.67%
Glucocorticoid receptor binding + 0.7822 78.22%
Aromatase binding + 0.6950 69.50%
PPAR gamma + 0.7943 79.43%
Honey bee toxicity - 0.6377 63.77%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9550 95.50%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.62% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.68% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 93.18% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.01% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.70% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.61% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.00% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.03% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.95% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.95% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.41% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.28% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 84.01% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.68% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.20% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.19% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.82% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.62% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.91% 99.23%
CHEMBL5028 O14672 ADAM10 80.55% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.11% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10795603
LOTUS LTS0130407
wikiData Q105243915