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(3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[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 075b2345-5fd3-4c9d-950e-8f1881c84f47
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC(CC1(C(=O)C=C3C2CCC4(C3(CCC4C(C)(C(CCC(C)(C)O)O)O)O)C)O)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@]1(C(=O)C=C3[C@@H]2CC[C@]4([C@]3(CC[C@@H]4[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)O)O
InChI InChI=1S/C27H44O7/c1-22(2,31)10-9-20(29)25(5,32)19-8-13-26(33)18-14-21(30)27(34)15-16(28)6-11-23(27,3)17(18)7-12-24(19,26)4/h14,16-17,19-20,28-29,31-34H,6-13,15H2,1-5H3/t16-,17-,19-,20+,23+,24+,25+,26+,27+/m0/s1
InChI Key BOTCUEKLRNYPOQ-UOTSDXBQSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 2.00
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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2-deoxypolypodine B
2-deoxy-polypodine B
RefChem:909773
(3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta(a)phenanthren-6-one

2D Structure

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2D Structure of (3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[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 + 0.9876 98.76%
Caco-2 - 0.5792 57.92%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7639 76.39%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.9144 91.44%
OATP1B3 inhibitior + 0.8829 88.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8936 89.36%
P-glycoprotein inhibitior - 0.6956 69.56%
P-glycoprotein substrate - 0.5060 50.60%
CYP3A4 substrate + 0.6741 67.41%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.8669 86.69%
CYP2C9 inhibition - 0.8366 83.66%
CYP2C19 inhibition - 0.7655 76.55%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition - 0.9041 90.41%
CYP2C8 inhibition - 0.7362 73.62%
CYP inhibitory promiscuity - 0.8821 88.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6704 67.04%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9355 93.55%
Skin irritation + 0.6255 62.55%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3858 38.58%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6458 64.58%
skin sensitisation - 0.7756 77.56%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8530 85.30%
Acute Oral Toxicity (c) I 0.5472 54.72%
Estrogen receptor binding + 0.8005 80.05%
Androgen receptor binding + 0.7579 75.79%
Thyroid receptor binding + 0.6451 64.51%
Glucocorticoid receptor binding + 0.7560 75.60%
Aromatase binding + 0.7020 70.20%
PPAR gamma + 0.5190 51.90%
Honey bee toxicity - 0.8619 86.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9906 99.06%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.99% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.54% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.02% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.66% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.88% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.37% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.27% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.75% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.29% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.54% 100.00%
CHEMBL1871 P10275 Androgen Receptor 84.63% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.90% 96.61%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.35% 85.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.19% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.01% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.28% 95.89%

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.
Diploclisia glaucescens

Cross-Links

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PubChem 101249756
LOTUS LTS0215582
wikiData Q104939684