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(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-acetyl-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-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 f69f7577-7b4c-43cb-84d2-10de7559a2d9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-acetyl-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC(=O)C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)C)O
SMILES (Isomeric) CC(=O)[C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H]([C@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C)C)C)O
InChI InChI=1S/C30H46O10/c1-13(32)21-17(34)10-28(4)19-8-7-14-15(30(19,6)20(35)11-29(21,28)5)9-16(33)25(27(14,2)3)40-26-24(38)23(37)22(36)18(12-31)39-26/h7,15-19,21-26,31,33-34,36-38H,8-12H2,1-6H3/t15-,16+,17-,18-,19+,21+,22-,23+,24-,25-,26+,28+,29-,30+/m1/s1
InChI Key KNYPXYHITWSAJX-AYODMABVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O10
Molecular Weight 566.70 g/mol
Exact Mass 566.30909766 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-acetyl-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9049 90.49%
Caco-2 - 0.8238 82.38%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8255 82.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8339 83.39%
P-glycoprotein inhibitior - 0.4303 43.03%
P-glycoprotein substrate - 0.7089 70.89%
CYP3A4 substrate + 0.6752 67.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.8433 84.33%
CYP2C19 inhibition - 0.9144 91.44%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition - 0.5876 58.76%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4221 42.21%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7404 74.04%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5738 57.38%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.7012 70.12%
Androgen receptor binding + 0.7297 72.97%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6795 67.95%
Aromatase binding + 0.6815 68.15%
PPAR gamma + 0.5790 57.90%
Honey bee toxicity - 0.7550 75.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9826 98.26%

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 99.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.70% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.28% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.27% 85.14%
CHEMBL4208 P20618 Proteasome component C5 88.87% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.13% 96.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.37% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.75% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.36% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.13% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.41% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.68% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.67% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.67% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.26% 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.
Hemsleya panacis-scandens

Cross-Links

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PubChem 101690657
LOTUS LTS0108482
wikiData Q105143681