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(2S,3R,4S,5R)-2-[[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-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 b151907b-08b0-4287-87fc-4572dfb9568a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name (2S,3R,4S,5R)-2-[[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3C4(C(C56C(C4(CCC37C2(C7)CCC1OC8C(C(C(CO8)O)O)O)C)CCC(O5)C(O6)C(C)(C)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C(C5CCC4C1(C([C@]67C2CCC(O6)[C@H](O7)C(C)(C)O)O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
InChI InChI=1S/C34H54O9/c1-28(2)19-9-10-21-31(6)27(38)34-20(8-7-18(42-34)25(43-34)29(3,4)39)30(31,5)13-14-33(21)16-32(19,33)12-11-22(28)41-26-24(37)23(36)17(35)15-40-26/h17-27,35-39H,7-16H2,1-6H3/t17-,18?,19?,20?,21?,22+,23+,24-,25+,26+,27?,30-,31?,32-,33+,34-/m1/s1
InChI Key QRUZGQBMCJGMTQ-XCZDXBMQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O9
Molecular Weight 606.80 g/mol
Exact Mass 606.37678330 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 9
H-Bond Donor 5
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,5R)-2-[[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-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 + 0.7457 74.57%
Caco-2 - 0.8311 83.11%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6558 65.58%
OATP2B1 inhibitior - 0.5815 58.15%
OATP1B1 inhibitior + 0.8701 87.01%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.8487 84.87%
P-glycoprotein inhibitior + 0.6577 65.77%
P-glycoprotein substrate - 0.5613 56.13%
CYP3A4 substrate + 0.7063 70.63%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8266 82.66%
CYP3A4 inhibition - 0.9101 91.01%
CYP2C9 inhibition - 0.8006 80.06%
CYP2C19 inhibition - 0.8528 85.28%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.8578 85.78%
CYP2C8 inhibition + 0.7221 72.21%
CYP inhibitory promiscuity - 0.9581 95.81%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6248 62.48%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9198 91.98%
Skin irritation - 0.6874 68.74%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6808 68.08%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7216 72.16%
skin sensitisation - 0.8903 89.03%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6725 67.25%
Acute Oral Toxicity (c) I 0.4592 45.92%
Estrogen receptor binding - 0.4808 48.08%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding - 0.5328 53.28%
Glucocorticoid receptor binding + 0.5605 56.05%
Aromatase binding + 0.6667 66.67%
PPAR gamma + 0.6117 61.17%
Honey bee toxicity - 0.6969 69.69%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9120 91.20%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.06% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.51% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.37% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.28% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.49% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.70% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.59% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.41% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.14% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.33% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.60% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.80% 83.57%
CHEMBL204 P00734 Thrombin 84.83% 96.01%
CHEMBL259 P32245 Melanocortin receptor 4 84.70% 95.38%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.44% 94.78%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.21% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.34% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.17% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.12% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 81.94% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.89% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.10% 89.00%

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.
Actaea dahurica
Actaea racemosa
Actaea simplex

Cross-Links

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PubChem 6324926
NPASS NPC31501
LOTUS LTS0116735
wikiData Q105226653