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(1S,2R,5S,6S,7R,9R,11S,12S,14R,16S,17S)-16-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-5-methoxy-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadecan-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 f412a70d-ac08-443e-87a3-cf6c52881e3b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,5S,6S,7R,9R,11S,12S,14R,16S,17S)-16-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-5-methoxy-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadecan-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C23C(O2)CC4C3(CCC5C4CC6C7(C5(C(=O)CC(C7O)OC)C)O6)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@]23[C@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C[C@@H]([C@@H]7O)OC)C)O6)C)C
InChI InChI=1S/C29H40O7/c1-13-9-19(34-25(32)14(13)2)15(3)28-23(35-28)11-18-16-10-22-29(36-22)24(31)20(33-6)12-21(30)27(29,5)17(16)7-8-26(18,28)4/h15-20,22-24,31H,7-12H2,1-6H3/t15-,16-,17+,18+,19-,20+,22-,23-,24+,26+,27+,28-,29+/m1/s1
InChI Key YFSJUKZIQJQSIU-BCYBAXQTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O7
Molecular Weight 500.60 g/mol
Exact Mass 500.27740361 g/mol
Topological Polar Surface Area (TPSA) 97.90 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.36
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,6S,7R,9R,11S,12S,14R,16S,17S)-16-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-hydroxy-5-methoxy-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadecan-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 + 0.9593 95.93%
Caco-2 - 0.7111 71.11%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7325 73.25%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior + 0.8427 84.27%
OATP1B3 inhibitior + 0.8669 86.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.8510 85.10%
P-glycoprotein inhibitior + 0.6607 66.07%
P-glycoprotein substrate + 0.5782 57.82%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 0.8303 83.03%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.8511 85.11%
CYP2C9 inhibition - 0.8260 82.60%
CYP2C19 inhibition - 0.8425 84.25%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.6191 61.91%
CYP2C8 inhibition + 0.5921 59.21%
CYP inhibitory promiscuity - 0.9519 95.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6250 62.50%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.5611 56.11%
Skin corrosion - 0.9186 91.86%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4307 43.07%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5961 59.61%
skin sensitisation - 0.8397 83.97%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.8511 85.11%
Acute Oral Toxicity (c) IV 0.2916 29.16%
Estrogen receptor binding + 0.7471 74.71%
Androgen receptor binding + 0.7715 77.15%
Thyroid receptor binding - 0.5185 51.85%
Glucocorticoid receptor binding + 0.7481 74.81%
Aromatase binding + 0.7602 76.02%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.6980 69.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9739 97.39%

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 96.75% 85.14%
CHEMBL1914 P06276 Butyrylcholinesterase 96.53% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.66% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 93.17% 92.98%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.09% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.89% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 92.75% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.05% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.12% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.51% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.14% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.29% 91.11%
CHEMBL204 P00734 Thrombin 86.62% 96.01%
CHEMBL2996 Q05655 Protein kinase C delta 86.55% 97.79%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.67% 90.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.64% 93.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.61% 82.69%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.50% 93.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.33% 97.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.96% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.62% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.15% 95.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.77% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 80.21% 97.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.18% 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.
Tubocapsicum anomalum

Cross-Links

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PubChem 162974030
LOTUS LTS0216897
wikiData Q105347784