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(1R,3R,4S,6S,7S,8R,11S,12R,17R,19S,23R,27R)-6,11-dihydroxy-3,7-dimethyl-8-(5-oxo-2H-furan-3-yl)-18,20,24,26,28-pentaoxaheptacyclo[15.11.0.03,15.04,12.07,11.019,27.023,27]octacos-15-en-5-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 cb678f1e-1ca6-45f9-8bd3-bf40c1973da5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1R,3R,4S,6S,7S,8R,11S,12R,17R,19S,23R,27R)-6,11-dihydroxy-3,7-dimethyl-8-(5-oxo-2H-furan-3-yl)-18,20,24,26,28-pentaoxaheptacyclo[15.11.0.03,15.04,12.07,11.019,27.023,27]octacos-15-en-5-one
SMILES (Canonical) CC12CC3C(C=C1CCC4C2C(=O)C(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)OC7C8(O3)C(CCO7)OCO8
SMILES (Isomeric) C[C@]12C[C@@H]3[C@@H](C=C1CC[C@@H]4[C@@H]2C(=O)[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)O[C@H]7[C@@]8(O3)[C@@H](CCO7)OCO8
InChI InChI=1S/C29H36O10/c1-26-11-19-18(38-25-29(39-19)20(6-8-34-25)36-13-37-29)10-15(26)3-4-17-22(26)23(31)24(32)27(2)16(5-7-28(17,27)33)14-9-21(30)35-12-14/h9-10,16-20,22,24-25,32-33H,3-8,11-13H2,1-2H3/t16-,17-,18-,19-,20-,22-,24-,25+,26+,27+,28+,29+/m1/s1
InChI Key NRIAMJZZTJCQCY-SPULIRMYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O10
Molecular Weight 544.60 g/mol
Exact Mass 544.23084734 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,4S,6S,7S,8R,11S,12R,17R,19S,23R,27R)-6,11-dihydroxy-3,7-dimethyl-8-(5-oxo-2H-furan-3-yl)-18,20,24,26,28-pentaoxaheptacyclo[15.11.0.03,15.04,12.07,11.019,27.023,27]octacos-15-en-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9498 94.98%
Caco-2 - 0.7941 79.41%
Blood Brain Barrier - 0.5884 58.84%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8544 85.44%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.8785 87.85%
OATP1B3 inhibitior + 0.9703 97.03%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7951 79.51%
BSEP inhibitior + 0.9363 93.63%
P-glycoprotein inhibitior + 0.6166 61.66%
P-glycoprotein substrate + 0.7419 74.19%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9018 90.18%
CYP3A4 inhibition - 0.7096 70.96%
CYP2C9 inhibition - 0.9226 92.26%
CYP2C19 inhibition - 0.9404 94.04%
CYP2D6 inhibition - 0.9272 92.72%
CYP1A2 inhibition - 0.9289 92.89%
CYP2C8 inhibition + 0.6408 64.08%
CYP inhibitory promiscuity - 0.9505 95.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4343 43.43%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9324 93.24%
Skin irritation - 0.5364 53.64%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6566 65.66%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4765 47.65%
Acute Oral Toxicity (c) I 0.5536 55.36%
Estrogen receptor binding + 0.8167 81.67%
Androgen receptor binding + 0.7891 78.91%
Thyroid receptor binding - 0.5657 56.57%
Glucocorticoid receptor binding + 0.8021 80.21%
Aromatase binding + 0.7151 71.51%
PPAR gamma + 0.5858 58.58%
Honey bee toxicity - 0.6953 69.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9737 97.37%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.62% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.03% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.00% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.88% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.71% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.50% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.13% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 88.46% 94.75%
CHEMBL1871 P10275 Androgen Receptor 88.28% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.18% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.91% 92.62%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.66% 94.78%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.26% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.17% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.96% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.93% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.62% 95.38%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.18% 97.28%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.13% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.20% 94.00%
CHEMBL4530 P00488 Coagulation factor XIII 81.86% 96.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.26% 96.38%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.19% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.52% 93.99%

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.
There are no matching plants.

Cross-Links

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PubChem 162927511
LOTUS LTS0009817
wikiData Q105184566