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(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-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 19b74e35-47cf-41e6-84bd-a598cb79a28b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC4C5(C3(C(=O)C=CC5O)C)O4)C)C6CC7(C(O7)(C(O6)O)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H]4[C@]5([C@@]3(C(=O)C=C[C@@H]5O)C)O4)C)[C@H]6C[C@]7([C@](O7)([C@@H](O6)O)C)C
InChI InChI=1S/C28H40O6/c1-14(19-13-25(3)27(5,34-25)23(31)32-19)16-6-7-17-15-12-22-28(33-22)21(30)9-8-20(29)26(28,4)18(15)10-11-24(16,17)2/h8-9,14-19,21-23,30-31H,6-7,10-13H2,1-5H3/t14-,15-,16+,17-,18-,19+,21-,22+,23+,24+,25-,26-,27+,28+/m0/s1
InChI Key HFYMKTKGEFWIMM-RPHDMLFQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 91.80 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9145 91.45%
Caco-2 - 0.7067 70.67%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6195 61.95%
OATP2B1 inhibitior - 0.7213 72.13%
OATP1B1 inhibitior + 0.8453 84.53%
OATP1B3 inhibitior + 0.9506 95.06%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5738 57.38%
P-glycoprotein inhibitior - 0.4605 46.05%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.9259 92.59%
CYP2C9 inhibition - 0.9191 91.91%
CYP2C19 inhibition - 0.8984 89.84%
CYP2D6 inhibition - 0.9571 95.71%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.4580 45.80%
CYP inhibitory promiscuity - 0.9646 96.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5714 57.14%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9642 96.42%
Skin irritation + 0.5168 51.68%
Skin corrosion - 0.8971 89.71%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6430 64.30%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5249 52.49%
skin sensitisation - 0.8302 83.02%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5786 57.86%
Acute Oral Toxicity (c) IV 0.2969 29.69%
Estrogen receptor binding + 0.7388 73.88%
Androgen receptor binding + 0.7817 78.17%
Thyroid receptor binding + 0.6435 64.35%
Glucocorticoid receptor binding + 0.7421 74.21%
Aromatase binding + 0.7518 75.18%
PPAR gamma + 0.5463 54.63%
Honey bee toxicity - 0.7558 75.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9656 96.56%

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
CHEMBL2581 P07339 Cathepsin D 93.99% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.46% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.12% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.56% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.46% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.72% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.11% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.24% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.02% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.82% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.78% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.49% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.47% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.39% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 84.15% 90.17%
CHEMBL1871 P10275 Androgen Receptor 83.99% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.46% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.40% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.93% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.28% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.24% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%

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.
Physalis virginiana

Cross-Links

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PubChem 46198373
LOTUS LTS0040645
wikiData Q105027636