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(1S,2R,3R,6R,8S,12R,13S,16R,17R,18R)-2,17-dihydroxy-18-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]-12,16-dimethyl-7-oxahexacyclo[15.2.1.02,16.03,13.06,8.06,12]icos-9-en-11-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 128e5777-f9a6-4262-8411-d06015321d7d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name (1S,2R,3R,6R,8S,12R,13S,16R,17R,18R)-2,17-dihydroxy-18-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]-12,16-dimethyl-7-oxahexacyclo[15.2.1.02,16.03,13.06,8.06,12]icos-9-en-11-one
SMILES (Canonical) CC12CCC3C(C1(C4CC(C2(C4)O)C5CC6(C(O6)(C(O5)O)C)C)O)CCC78C3(C(=O)C=CC7O8)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@]1([C@H]4C[C@@H]([C@@]2(C4)O)[C@H]5C[C@]6([C@](O6)([C@@H](O5)O)C)C)O)CC[C@@]78[C@@]3(C(=O)C=C[C@@H]7O8)C
InChI InChI=1S/C28H38O7/c1-22-9-7-15-16(8-10-27-20(34-27)6-5-19(29)24(15,27)3)28(22,32)14-11-17(26(22,31)12-14)18-13-23(2)25(4,35-23)21(30)33-18/h5-6,14-18,20-21,30-32H,7-13H2,1-4H3/t14-,15-,16+,17+,18+,20-,21+,22+,23-,24-,25+,26+,27-,28+/m0/s1
InChI Key OWTUMHZPOZYQQH-VFBYRXHCSA-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) 112.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3R,6R,8S,12R,13S,16R,17R,18R)-2,17-dihydroxy-18-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]-12,16-dimethyl-7-oxahexacyclo[15.2.1.02,16.03,13.06,8.06,12]icos-9-en-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9228 92.28%
Caco-2 - 0.6969 69.69%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6185 61.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8620 86.20%
OATP1B3 inhibitior + 0.9192 91.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8608 86.08%
BSEP inhibitior + 0.7321 73.21%
P-glycoprotein inhibitior - 0.5149 51.49%
P-glycoprotein substrate - 0.5169 51.69%
CYP3A4 substrate + 0.7066 70.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8783 87.83%
CYP3A4 inhibition - 0.7510 75.10%
CYP2C9 inhibition - 0.8708 87.08%
CYP2C19 inhibition - 0.8769 87.69%
CYP2D6 inhibition - 0.9536 95.36%
CYP1A2 inhibition - 0.7823 78.23%
CYP2C8 inhibition + 0.5394 53.94%
CYP inhibitory promiscuity - 0.9615 96.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9606 96.06%
Skin irritation - 0.5383 53.83%
Skin corrosion - 0.9090 90.90%
Ames mutagenesis - 0.5270 52.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6689 66.89%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5301 53.01%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6065 60.65%
Acute Oral Toxicity (c) I 0.4837 48.37%
Estrogen receptor binding + 0.8357 83.57%
Androgen receptor binding + 0.7703 77.03%
Thyroid receptor binding + 0.5758 57.58%
Glucocorticoid receptor binding + 0.7279 72.79%
Aromatase binding + 0.8115 81.15%
PPAR gamma + 0.5961 59.61%
Honey bee toxicity - 0.8381 83.81%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9582 95.82%

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 94.13% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.05% 100.00%
CHEMBL1871 P10275 Androgen Receptor 91.54% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 91.11% 95.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.72% 96.09%
CHEMBL4208 P20618 Proteasome component C5 89.30% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.06% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.01% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.18% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.89% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.40% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.12% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.48% 97.14%
CHEMBL230 P35354 Cyclooxygenase-2 82.91% 89.63%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.72% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.45% 91.07%

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 163105449
LOTUS LTS0163232
wikiData Q105202290