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(1S,2R,6S,7R,9R,11S,12S,16S)-6-hydroxy-15-[(1R)-1-hydroxy-1-[(2R)-6-hydroxy-4,5-dimethyl-3,6-dihydro-2H-pyran-2-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 c073f39d-23f8-4184-85a2-504cbc0527ee
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (1S,2R,6S,7R,9R,11S,12S,16S)-6-hydroxy-15-[(1R)-1-hydroxy-1-[(2R)-6-hydroxy-4,5-dimethyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical) CC1=C(C(OC(C1)C(C)(C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)O)C
SMILES (Isomeric) CC1=C(C(O[C@H](C1)[C@@](C)(C2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)O)O)C
InChI InChI=1S/C28H40O6/c1-14-12-22(33-24(31)15(14)2)27(5,32)19-7-6-17-16-13-23-28(34-23)21(30)9-8-20(29)26(28,4)18(16)10-11-25(17,19)3/h8-9,16-19,21-24,30-32H,6-7,10-13H2,1-5H3/t16-,17-,18-,19?,21-,22+,23+,24?,25-,26-,27+,28+/m0/s1
InChI Key SXRVZKCSEISBAO-LZNAQXCMSA-N
Popularity 2 references 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) 99.50 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 6
H-Bond Donor 3
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,16S)-6-hydroxy-15-[(1R)-1-hydroxy-1-[(2R)-6-hydroxy-4,5-dimethyl-3,6-dihydro-2H-pyran-2-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 + 0.9607 96.07%
Caco-2 - 0.6772 67.72%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7020 70.20%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.8508 85.08%
OATP1B3 inhibitior + 0.9161 91.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.6686 66.86%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5400 54.00%
CYP3A4 substrate + 0.7379 73.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.9038 90.38%
CYP2C9 inhibition - 0.8627 86.27%
CYP2C19 inhibition - 0.8680 86.80%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.5454 54.54%
CYP2C8 inhibition + 0.5474 54.74%
CYP inhibitory promiscuity - 0.9445 94.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5714 57.14%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9605 96.05%
Skin irritation + 0.5418 54.18%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7378 73.78%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6033 60.33%
skin sensitisation - 0.7963 79.63%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6210 62.10%
Acute Oral Toxicity (c) IV 0.3510 35.10%
Estrogen receptor binding + 0.8391 83.91%
Androgen receptor binding + 0.7741 77.41%
Thyroid receptor binding + 0.6309 63.09%
Glucocorticoid receptor binding + 0.7395 73.95%
Aromatase binding + 0.7908 79.08%
PPAR gamma + 0.5814 58.14%
Honey bee toxicity - 0.7540 75.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9792 97.92%

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 93.48% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.23% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.38% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.44% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.19% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.48% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.69% 85.14%
CHEMBL1871 P10275 Androgen Receptor 86.48% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.90% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.87% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.46% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.09% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.17% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 83.06% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.51% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 82.26% 94.73%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.69% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.00% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.80% 93.04%

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.
Iochroma arborescens
Tubocapsicum anomalum

Cross-Links

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PubChem 44423094
NPASS NPC473274
ChEMBL CHEMBL390171
LOTUS LTS0101535
wikiData Q105263298