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(2S,3R,4S,5S)-2-[[(1S,3R,8S,10R,17S,18R,19R,21S,22R)-22-(2-hydroxypropan-2-yl)-3,9,9,17,19-pentamethyl-23,24-dioxahexacyclo[19.2.1.01,18.03,17.05,15.08,13]tetracosa-5,12,15-trien-10-yl]oxy]oxane-3,4,5-triol

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 c8c1f7c5-1fe2-436d-821a-4b44b8374c5d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2S,3R,4S,5S)-2-[[(1S,3R,8S,10R,17S,18R,19R,21S,22R)-22-(2-hydroxypropan-2-yl)-3,9,9,17,19-pentamethyl-23,24-dioxahexacyclo[19.2.1.01,18.03,17.05,15.08,13]tetracosa-5,12,15-trien-10-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1CC2C(OC3(C1C4(C=C5CC6=CCC(C(C6CC=C5CC4(C3)C)(C)C)OC7C(C(C(CO7)O)O)O)C)O2)C(C)(C)O
SMILES (Isomeric) C[C@@H]1C[C@H]2[C@@H](O[C@@]3([C@H]1[C@@]4(C=C5CC6=CC[C@H](C([C@H]6CC=C5C[C@@]4(C3)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)C)O2)C(C)(C)O
InChI InChI=1S/C35H52O8/c1-18-12-24-29(32(4,5)39)43-35(42-24)17-33(6)14-20-8-10-22-19(13-21(20)15-34(33,7)28(18)35)9-11-25(31(22,2)3)41-30-27(38)26(37)23(36)16-40-30/h8-9,15,18,22-30,36-39H,10-14,16-17H2,1-7H3/t18-,22+,23+,24+,25-,26+,27-,28-,29-,30+,33-,34+,35+/m1/s1
InChI Key AYQRZIHVNBUHFB-YPDXQIASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O8
Molecular Weight 600.80 g/mol
Exact Mass 600.36621861 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.16
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S)-2-[[(1S,3R,8S,10R,17S,18R,19R,21S,22R)-22-(2-hydroxypropan-2-yl)-3,9,9,17,19-pentamethyl-23,24-dioxahexacyclo[19.2.1.01,18.03,17.05,15.08,13]tetracosa-5,12,15-trien-10-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9176 91.76%
Caco-2 - 0.8086 80.86%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7144 71.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8619 86.19%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5555 55.55%
P-glycoprotein inhibitior + 0.7081 70.81%
P-glycoprotein substrate + 0.6447 64.47%
CYP3A4 substrate + 0.7204 72.04%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8425 84.25%
CYP3A4 inhibition - 0.8935 89.35%
CYP2C9 inhibition - 0.8287 82.87%
CYP2C19 inhibition - 0.8789 87.89%
CYP2D6 inhibition - 0.9201 92.01%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition + 0.7106 71.06%
CYP inhibitory promiscuity - 0.9041 90.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5540 55.40%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9298 92.98%
Skin irritation - 0.6159 61.59%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5479 54.79%
Human Ether-a-go-go-Related Gene inhibition + 0.7771 77.71%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5677 56.77%
skin sensitisation - 0.8521 85.21%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7294 72.94%
Acute Oral Toxicity (c) III 0.4470 44.70%
Estrogen receptor binding + 0.6265 62.65%
Androgen receptor binding + 0.7275 72.75%
Thyroid receptor binding + 0.5393 53.93%
Glucocorticoid receptor binding + 0.6821 68.21%
Aromatase binding + 0.6692 66.92%
PPAR gamma + 0.6110 61.10%
Honey bee toxicity - 0.6087 60.87%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9821 98.21%

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 97.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.89% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.09% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.94% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.52% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.33% 92.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.96% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 86.32% 94.73%
CHEMBL2581 P07339 Cathepsin D 84.91% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.62% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.36% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.47% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.38% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.36% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.86% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.56% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 81.44% 95.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.79% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.59% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.15% 94.45%

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.
Actaea cimicifuga

Cross-Links

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PubChem 163103444
LOTUS LTS0236600
wikiData Q104921322