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(3S,8R,9S,10R,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-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 b7588c9f-7d8e-40b4-a067-9dfdf3f0eb61
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,8R,9S,10R,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one
SMILES (Canonical) CC(C)CCC(C(C)C1C(CC2C1(C(=O)CC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) C[C@@H]([C@H]1[C@H](C[C@@H]2[C@@]1(C(=O)C[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)[C@H](CCC(C)C)O
InChI InChI=1S/C33H54O9/c1-16(2)6-9-23(36)17(3)27-24(41-31-30(40)29(39)28(38)25(15-34)42-31)13-22-20-8-7-18-12-19(35)10-11-32(18,4)21(20)14-26(37)33(22,27)5/h7,16-17,19-25,27-31,34-36,38-40H,6,8-15H2,1-5H3/t17-,19+,20-,21+,22+,23+,24+,25-,27+,28-,29+,30-,31-,32+,33-/m1/s1
InChI Key SSKCHMMXHKDIIN-UKKYYBBRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H54O9
Molecular Weight 594.80 g/mol
Exact Mass 594.37678330 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9026 90.26%
Caco-2 - 0.8453 84.53%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 0.7180 71.80%
OATP1B1 inhibitior + 0.8889 88.89%
OATP1B3 inhibitior - 0.2724 27.24%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior - 0.5783 57.83%
P-glycoprotein inhibitior + 0.6266 62.66%
P-glycoprotein substrate + 0.5544 55.44%
CYP3A4 substrate + 0.7130 71.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.9022 90.22%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8266 82.66%
CYP2C8 inhibition + 0.5877 58.77%
CYP inhibitory promiscuity - 0.9107 91.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6947 69.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9409 94.09%
Skin irritation + 0.5185 51.85%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.8598 85.98%
Human Ether-a-go-go-Related Gene inhibition + 0.6479 64.79%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7866 78.66%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.7232 72.32%
Androgen receptor binding + 0.7351 73.51%
Thyroid receptor binding - 0.5832 58.32%
Glucocorticoid receptor binding + 0.6299 62.99%
Aromatase binding + 0.6548 65.48%
PPAR gamma + 0.6030 60.30%
Honey bee toxicity - 0.7037 70.37%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9645 96.45%

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 98.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.65% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.94% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.82% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.09% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.51% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.18% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.88% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.84% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.31% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.72% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.70% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.71% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.52% 89.67%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.21% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 83.64% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.58% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.94% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.78% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.96% 96.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.88% 90.08%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.03% 100.00%

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 septemloba

Cross-Links

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PubChem 24861913
NPASS NPC159123
LOTUS LTS0129954
wikiData Q105259739