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5-(hydroxymethyl)-4-methyl-2-[1-(1,6,17-trihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)ethyl]-2,3-dihydropyran-6-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 9e5f9184-7c4b-459e-8f09-728eae79fb73
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name 5-(hydroxymethyl)-4-methyl-2-[1-(1,6,17-trihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)ethyl]-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3CC(C5=C4C(=CC=C5)O)O)C)O)CO
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3CC(C5=C4C(=CC=C5)O)O)C)O)CO
InChI InChI=1S/C27H36O6/c1-14-11-23(33-25(31)19(14)13-28)15(2)27(32)10-8-20-18-12-22(30)17-5-4-6-21(29)24(17)16(18)7-9-26(20,27)3/h4-6,15-16,18,20,22-23,28-30,32H,7-13H2,1-3H3
InChI Key WMHZILJKCNQICC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O6
Molecular Weight 456.60 g/mol
Exact Mass 456.25118886 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 6
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 5-(hydroxymethyl)-4-methyl-2-[1-(1,6,17-trihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)ethyl]-2,3-dihydropyran-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 - 0.6636 66.36%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8080 80.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7864 78.64%
OATP1B3 inhibitior + 0.9069 90.69%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6671 66.71%
BSEP inhibitior + 0.9324 93.24%
P-glycoprotein inhibitior - 0.5061 50.61%
P-glycoprotein substrate + 0.5971 59.71%
CYP3A4 substrate + 0.7340 73.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.5983 59.83%
CYP2C9 inhibition - 0.8497 84.97%
CYP2C19 inhibition - 0.7658 76.58%
CYP2D6 inhibition - 0.9141 91.41%
CYP1A2 inhibition + 0.6810 68.10%
CYP2C8 inhibition + 0.7078 70.78%
CYP inhibitory promiscuity - 0.7853 78.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6519 65.19%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9678 96.78%
Skin irritation - 0.5986 59.86%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis - 0.5998 59.98%
Human Ether-a-go-go-Related Gene inhibition + 0.6527 65.27%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8787 87.87%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6189 61.89%
Acute Oral Toxicity (c) I 0.4777 47.77%
Estrogen receptor binding + 0.8878 88.78%
Androgen receptor binding + 0.8160 81.60%
Thyroid receptor binding + 0.6395 63.95%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.6584 65.84%
PPAR gamma + 0.5681 56.81%
Honey bee toxicity - 0.7838 78.38%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9910 99.10%

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
CHEMBL3192 Q9BY41 Histone deacetylase 8 97.00% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.35% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 96.28% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.94% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.46% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.11% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.59% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.79% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.06% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.60% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.59% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 89.03% 97.79%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.93% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.82% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.54% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.28% 89.00%
CHEMBL4072 P07858 Cathepsin B 86.10% 93.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.02% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.92% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.70% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.77% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.51% 100.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.24% 88.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.09% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.37% 97.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.26% 99.15%

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.
Jaborosa leucotricha

Cross-Links

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PubChem 162999693
LOTUS LTS0029121
wikiData Q105308596