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(1S,5R,6R,11R,12S,15S,16R,17R)-5,6,16-trihydroxy-17-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]-11,15-dimethylpentacyclo[14.2.1.02,15.03,12.06,11]nonadeca-2,8-dien-10-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 479eecbb-dac6-43d3-af4f-5cfaa4eb4a51
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (1S,5R,6R,11R,12S,15S,16R,17R)-5,6,16-trihydroxy-17-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]-11,15-dimethylpentacyclo[14.2.1.02,15.03,12.06,11]nonadeca-2,8-dien-10-one
SMILES (Canonical) CC12CCC3C(=C1C4CC(C2(C4)O)C5CC6(C(O6)(C(O5)O)C)C)CC(C7(C3(C(=O)C=CC7)C)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3C(=C1[C@H]4C[C@@H]([C@@]2(C4)O)[C@H]5C[C@]6([C@](O6)([C@@H](O5)O)C)C)C[C@H]([C@@]7([C@@]3(C(=O)C=CC7)C)O)O
InChI InChI=1S/C28H38O7/c1-23-9-7-16-15(11-20(30)27(32)8-5-6-19(29)25(16,27)3)21(23)14-10-17(28(23,33)12-14)18-13-24(2)26(4,35-24)22(31)34-18/h5-6,14,16-18,20,22,30-33H,7-13H2,1-4H3/t14-,16-,17+,18+,20+,22+,23-,24-,25-,26+,27-,28+/m0/s1
InChI Key FCBFPZFFVNKVFG-XWGHPRLRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,5R,6R,11R,12S,15S,16R,17R)-5,6,16-trihydroxy-17-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]-11,15-dimethylpentacyclo[14.2.1.02,15.03,12.06,11]nonadeca-2,8-dien-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9651 96.51%
Caco-2 - 0.6886 68.86%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7460 74.60%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8570 85.70%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.8142 81.42%
P-glycoprotein inhibitior - 0.5139 51.39%
P-glycoprotein substrate + 0.5369 53.69%
CYP3A4 substrate + 0.7014 70.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.8295 82.95%
CYP2C9 inhibition - 0.8460 84.60%
CYP2C19 inhibition - 0.8538 85.38%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.7957 79.57%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9677 96.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5294 52.94%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9502 95.02%
Skin irritation + 0.5150 51.50%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4478 44.78%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6433 64.33%
skin sensitisation - 0.8328 83.28%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5850 58.50%
Acute Oral Toxicity (c) I 0.4083 40.83%
Estrogen receptor binding + 0.8175 81.75%
Androgen receptor binding + 0.7696 76.96%
Thyroid receptor binding + 0.6106 61.06%
Glucocorticoid receptor binding + 0.8035 80.35%
Aromatase binding + 0.8087 80.87%
PPAR gamma + 0.5686 56.86%
Honey bee toxicity - 0.7935 79.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9806 98.06%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.54% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.91% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.99% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.23% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.07% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.12% 99.23%
CHEMBL1871 P10275 Androgen Receptor 85.82% 96.43%
CHEMBL4208 P20618 Proteasome component C5 84.86% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.60% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.72% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.24% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.23% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.91% 95.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.62% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.51% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.66% 95.93%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.34% 85.11%

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 bergii

Cross-Links

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PubChem 11443143
LOTUS LTS0171760
wikiData Q104993046