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(5R,7R,8R,9R,10R,13S,17S)-7-hydroxy-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-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 93dcc1c5-1237-4df6-aa0c-139bb536eba8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (5R,7R,8R,9R,10R,13S,17S)-7-hydroxy-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H50O6/c1-28(2)23-17-25(34)32(7)21-11-10-19(18-16-20(38-27(18)36-8)26(35)29(3,4)37-9)30(21,5)14-12-22(32)31(23,6)15-13-24(28)33/h11,13,15,18-20,22-23,25-27,34-35H,10,12,14,16-17H2,1-9H3/t18-,19-,20+,22+,23-,25+,26+,27+,30-,31+,32-/m0/s1
InChI Key ATZQQXHDAZXAGJ-CPFPZXGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.07
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,7R,8R,9R,10R,13S,17S)-7-hydroxy-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methoxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-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 + 0.9935 99.35%
Caco-2 - 0.7240 72.40%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7907 79.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8498 84.98%
OATP1B3 inhibitior + 0.9128 91.28%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9142 91.42%
P-glycoprotein inhibitior + 0.6517 65.17%
P-glycoprotein substrate + 0.5152 51.52%
CYP3A4 substrate + 0.7445 74.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.5433 54.33%
CYP2C9 inhibition - 0.6779 67.79%
CYP2C19 inhibition - 0.7319 73.19%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.6988 69.88%
CYP2C8 inhibition + 0.5885 58.85%
CYP inhibitory promiscuity - 0.8332 83.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4684 46.84%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9424 94.24%
Skin irritation - 0.5126 51.26%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4681 46.81%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5320 53.20%
skin sensitisation - 0.8430 84.30%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8060 80.60%
Acute Oral Toxicity (c) I 0.6843 68.43%
Estrogen receptor binding + 0.7122 71.22%
Androgen receptor binding + 0.6814 68.14%
Thyroid receptor binding + 0.6351 63.51%
Glucocorticoid receptor binding + 0.7167 71.67%
Aromatase binding + 0.6801 68.01%
PPAR gamma + 0.6125 61.25%
Honey bee toxicity - 0.6976 69.76%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9883 98.83%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.38% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.04% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.64% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.05% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.69% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.28% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.57% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.81% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.55% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.53% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.10% 91.07%
CHEMBL1871 P10275 Androgen Receptor 87.70% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.99% 99.23%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.67% 91.03%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.20% 88.84%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.06% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.97% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.15% 89.05%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.07% 94.97%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.79% 91.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.47% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 81.45% 94.73%
CHEMBL4581 P52732 Kinesin-like protein 1 80.25% 93.18%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.16% 100.00%

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.
Turraea holstii

Cross-Links

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PubChem 163103416
LOTUS LTS0039007
wikiData Q104918765