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(3S,5R,9S,10R,13R,14R,17R)-3,5-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-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 a20e43d0-279c-4380-bc27-f499bd846cb3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5R,9S,10R,13R,14R,17R)-3,5-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2=CC(=O)C4(C3(CCC(C4)O)C)O)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)[C@@]4([C@@]3(CC[C@@H](C4)O)C)O)C
InChI InChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h15,17,19-20,22-24,29,31H,3,7-14,16H2,1-2,4-6H3/t19-,20+,22-,23+,24+,26-,27-,28+/m1/s1
InChI Key RPMJUVNWDAGAHJ-JIJRDBPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O3
Molecular Weight 428.60 g/mol
Exact Mass 428.32904526 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.85
H-Bond Acceptor 3
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 (3S,5R,9S,10R,13R,14R,17R)-3,5-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-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 + 0.9947 99.47%
Caco-2 + 0.5988 59.88%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6881 68.81%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8393 83.93%
OATP1B3 inhibitior + 0.8880 88.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9212 92.12%
P-glycoprotein inhibitior - 0.5972 59.72%
P-glycoprotein substrate - 0.5178 51.78%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.8477 84.77%
CYP2C9 inhibition - 0.8095 80.95%
CYP2C19 inhibition - 0.7028 70.28%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.9107 91.07%
CYP2C8 inhibition - 0.7708 77.08%
CYP inhibitory promiscuity - 0.7544 75.44%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6244 62.44%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9521 95.21%
Skin irritation + 0.6013 60.13%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6594 65.94%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5675 56.75%
skin sensitisation - 0.7317 73.17%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7748 77.48%
Acute Oral Toxicity (c) I 0.6609 66.09%
Estrogen receptor binding + 0.8510 85.10%
Androgen receptor binding + 0.6948 69.48%
Thyroid receptor binding + 0.7447 74.47%
Glucocorticoid receptor binding + 0.8367 83.67%
Aromatase binding + 0.6813 68.13%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8176 81.76%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9936 99.36%

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 98.66% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.97% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.54% 82.69%
CHEMBL2581 P07339 Cathepsin D 96.23% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.92% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.80% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.33% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.43% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.65% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.35% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 85.76% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.58% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.78% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.35% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.94% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.55% 93.04%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.45% 94.78%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.21% 93.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.49% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.18% 97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101611242
LOTUS LTS0019485
wikiData Q105242773