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2-[3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,6-dihydroxy-6-methylheptan-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 2860a4cd-6e73-433c-9f66-9e6088341650
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 2-[3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,6-dihydroxy-6-methylheptan-3-one
SMILES (Canonical) CC1(C(C(CC2C1=CCC3C2(CCC4(C3(CC(C4C(C)(C(=O)CCC(C)(C)O)O)O)C)C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C
SMILES (Isomeric) CC1(C(C(CC2C1=CCC3C2(CCC4(C3(CC(C4C(C)(C(=O)CCC(C)(C)O)O)O)C)C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C
InChI InChI=1S/C36H60O11/c1-31(2,44)12-11-24(39)36(8,45)28-20(38)16-35(7)23-10-9-18-19(33(23,5)13-14-34(28,35)6)15-21(29(43)32(18,3)4)46-30-27(42)26(41)25(40)22(17-37)47-30/h9,19-23,25-30,37-38,40-45H,10-17H2,1-8H3
InChI Key XXWADLUHKWQSJW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O11
Molecular Weight 668.90 g/mol
Exact Mass 668.41356273 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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ACon1_000904
NCGC00169245-01
BRD-A11864342-001-01-8

2D Structure

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2D Structure of 2-[3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,6-dihydroxy-6-methylheptan-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 + 0.9026 90.26%
Caco-2 - 0.8491 84.91%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8195 81.95%
OATP1B3 inhibitior - 0.2724 27.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6568 65.68%
BSEP inhibitior - 0.4503 45.03%
P-glycoprotein inhibitior + 0.7167 71.67%
P-glycoprotein substrate - 0.6025 60.25%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
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 + 0.6282 62.82%
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 - 0.9175 91.75%
Skin irritation + 0.5185 51.85%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7243 72.43%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6496 64.96%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7744 77.44%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.6298 62.98%
Androgen receptor binding + 0.7465 74.65%
Thyroid receptor binding - 0.5320 53.20%
Glucocorticoid receptor binding + 0.6560 65.60%
Aromatase binding + 0.7021 70.21%
PPAR gamma + 0.6595 65.95%
Honey bee toxicity - 0.6108 61.08%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.74% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.49% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.53% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.27% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.04% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.92% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.89% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.38% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.00% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.80% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.27% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.12% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.02% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.90% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 81.08% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.93% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.76% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.60% 94.33%

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 14432956
LOTUS LTS0047249
wikiData Q105344234