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(3S,8S,9S,10R,13S,14S,17R)-17-[(2S,6R)-7-hydroxy-6-methyl-3-oxoheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-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 571887ff-b532-4028-98eb-93883675c445
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,8S,9S,10R,13S,14S,17R)-17-[(2S,6R)-7-hydroxy-6-methyl-3-oxoheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H52O9/c1-17(15-34)5-8-24(36)18(2)27-25(37)14-23-21-7-6-19-13-20(9-11-32(19,3)22(21)10-12-33(23,27)4)41-31-30(40)29(39)28(38)26(16-35)42-31/h6,17-18,20-23,26-31,34-35,38-40H,5,7-16H2,1-4H3/t17-,18-,20+,21-,22+,23+,26-,27+,28-,29+,30-,31-,32+,33+/m1/s1
InChI Key HIEQVPIRIOZQAG-BAAQTPRZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O9
Molecular Weight 592.80 g/mol
Exact Mass 592.36113323 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7589 75.89%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8533 85.33%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.8768 87.68%
OATP1B3 inhibitior + 0.8211 82.11%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5548 55.48%
BSEP inhibitior - 0.7170 71.70%
P-glycoprotein inhibitior + 0.6488 64.88%
P-glycoprotein substrate + 0.5110 51.10%
CYP3A4 substrate + 0.7417 74.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.9060 90.60%
CYP2C9 inhibition - 0.9012 90.12%
CYP2C19 inhibition - 0.9116 91.16%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8253 82.53%
CYP2C8 inhibition + 0.5205 52.05%
CYP inhibitory promiscuity - 0.9249 92.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.5156 51.56%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7970 79.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4002 40.02%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9368 93.68%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8312 83.12%
Acute Oral Toxicity (c) III 0.6090 60.90%
Estrogen receptor binding + 0.7607 76.07%
Androgen receptor binding + 0.7099 70.99%
Thyroid receptor binding - 0.6322 63.22%
Glucocorticoid receptor binding + 0.6387 63.87%
Aromatase binding + 0.5895 58.95%
PPAR gamma + 0.5527 55.27%
Honey bee toxicity - 0.7831 78.31%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7050 70.50%
Fish aquatic toxicity + 0.9719 97.19%

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 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.80% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.81% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.44% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.59% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.78% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 89.76% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.35% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 87.90% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 87.42% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.16% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.80% 89.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.29% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.50% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.84% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.77% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.66% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.87% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.22% 93.18%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.80% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.32% 99.17%

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.
Dioscorea olfersiana

Cross-Links

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PubChem 101667564
LOTUS LTS0236133
wikiData Q105028810