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3',16-Dihydroxy-14-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-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 4d4b5cc1-0e09-43db-ac1f-ab13aacc630a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 3',16-dihydroxy-14-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-one
SMILES (Canonical) CC1COC2(C(C3C(O2)C(=O)C4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)C(C1OC1C(C(C(C(O1)C)O)O)O)O
SMILES (Isomeric) CC1COC2(C(C3C(O2)C(=O)C4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)C(C1OC1C(C(C(C(O1)C)O)O)O)O
InChI InChI=1S/C49H76O23/c1-16-13-65-49(42(62)38(16)69-44-36(60)33(57)29(53)18(3)66-44)17(2)27-40(72-49)32(56)28-22-8-7-20-11-21(50)12-26(48(20,6)23(22)9-10-47(27,28)5)68-46-41(71-45-37(61)34(58)30(54)19(4)67-45)39(25(52)15-64-46)70-43-35(59)31(55)24(51)14-63-43/h7,16-19,21-31,33-46,50-55,57-62H,8-15H2,1-6H3
InChI Key VSQUWGKBZKYBQR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O23
Molecular Weight 1033.10 g/mol
Exact Mass 1032.47773867 g/mol
Topological Polar Surface Area (TPSA) 352.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -3.56
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3',16-Dihydroxy-14-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8860 88.60%
Caco-2 - 0.8866 88.66%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8262 82.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8455 84.55%
OATP1B3 inhibitior + 0.9256 92.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8867 88.67%
P-glycoprotein inhibitior + 0.7424 74.24%
P-glycoprotein substrate + 0.6720 67.20%
CYP3A4 substrate + 0.7723 77.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8480 84.80%
CYP3A4 inhibition - 0.9535 95.35%
CYP2C9 inhibition - 0.9285 92.85%
CYP2C19 inhibition - 0.9372 93.72%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.9123 91.23%
CYP2C8 inhibition + 0.7412 74.12%
CYP inhibitory promiscuity - 0.9617 96.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4958 49.58%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9073 90.73%
Skin irritation + 0.5296 52.96%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7335 73.35%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5570 55.70%
skin sensitisation - 0.9031 90.31%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6590 65.90%
Acute Oral Toxicity (c) I 0.4553 45.53%
Estrogen receptor binding + 0.8246 82.46%
Androgen receptor binding + 0.7549 75.49%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7204 72.04%
Aromatase binding + 0.5978 59.78%
PPAR gamma + 0.7949 79.49%
Honey bee toxicity - 0.5514 55.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9652 96.52%

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 98.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.07% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.26% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.10% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.41% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.16% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.69% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.65% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.50% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.41% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.94% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.40% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.29% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 87.08% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.42% 93.04%
CHEMBL325 Q13547 Histone deacetylase 1 84.75% 95.92%
CHEMBL3401 O75469 Pregnane X receptor 83.51% 94.73%
CHEMBL1871 P10275 Androgen Receptor 82.84% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.66% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.69% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.40% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 80.15% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.05% 95.89%

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.
Ornithogalum thyrsoides

Cross-Links

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PubChem 162997101
LOTUS LTS0093830
wikiData Q105292449