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(8S,9S,10R,13S,14S,17S)-17-[(1R)-1-[(2R,4R,5S)-5,6-dihydroxy-4-methoxy-4,5-dimethyloxan-2-yl]ethyl]-17-hydroxy-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-1-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 c682cfd1-2f0f-4987-a841-2e2af795343d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (8S,9S,10R,13S,14S,17S)-17-[(1R)-1-[(2R,4R,5S)-5,6-dihydroxy-4-methoxy-4,5-dimethyloxan-2-yl]ethyl]-17-hydroxy-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-1-one
SMILES (Canonical) CC(C1CC(C(C(O1)O)(C)O)(C)OC)C2(CCC3C2(CCC4C3CC=C5C4(C(=O)C=CC5)C)C)O
SMILES (Isomeric) C[C@H]([C@H]1C[C@@]([C@](C(O1)O)(C)O)(C)OC)[C@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(C(=O)C=CC5)C)C)O
InChI InChI=1S/C29H44O6/c1-17(22-16-26(3,34-6)28(5,32)24(31)35-22)29(33)15-13-20-19-11-10-18-8-7-9-23(30)27(18,4)21(19)12-14-25(20,29)2/h7,9-10,17,19-22,24,31-33H,8,11-16H2,1-6H3/t17-,19+,20+,21+,22-,24?,25+,26-,27+,28-,29+/m1/s1
InChI Key SMOWMBLPGOGZBI-SRGXFQLESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O6
Molecular Weight 488.70 g/mol
Exact Mass 488.31378912 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S,9S,10R,13S,14S,17S)-17-[(1R)-1-[(2R,4R,5S)-5,6-dihydroxy-4-methoxy-4,5-dimethyloxan-2-yl]ethyl]-17-hydroxy-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9608 96.08%
Caco-2 - 0.6764 67.64%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7433 74.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8739 87.39%
OATP1B3 inhibitior + 0.9206 92.06%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9303 93.03%
P-glycoprotein inhibitior + 0.6163 61.63%
P-glycoprotein substrate - 0.5484 54.84%
CYP3A4 substrate + 0.7377 73.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.8676 86.76%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition - 0.8376 83.76%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.6518 65.18%
CYP2C8 inhibition + 0.5281 52.81%
CYP inhibitory promiscuity - 0.9635 96.35%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5986 59.86%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9595 95.95%
Skin irritation + 0.5811 58.11%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7471 74.71%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.6698 66.98%
skin sensitisation - 0.8572 85.72%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4946 49.46%
Acute Oral Toxicity (c) I 0.3334 33.34%
Estrogen receptor binding + 0.8296 82.96%
Androgen receptor binding + 0.7891 78.91%
Thyroid receptor binding + 0.6552 65.52%
Glucocorticoid receptor binding + 0.7748 77.48%
Aromatase binding + 0.7528 75.28%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.6521 65.21%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9609 96.09%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.13% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.76% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.12% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.05% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.92% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.75% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.66% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.63% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.48% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.30% 94.00%
CHEMBL2581 P07339 Cathepsin D 88.95% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.17% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.21% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.70% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.39% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.10% 96.61%
CHEMBL1871 P10275 Androgen Receptor 83.02% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.85% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.57% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.04% 99.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.80% 95.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.76% 92.78%
CHEMBL4208 P20618 Proteasome component C5 80.09% 90.00%

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.
Solanum capsicoides

Cross-Links

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PubChem 12019954
LOTUS LTS0147676
wikiData Q105256076