2,7,14,15,19,19-Hexamethyl-10-prop-1-en-2-yl-21,23-dioxahexacyclo[18.2.1.02,18.03,15.06,14.07,11]tricosan-22-one

Details

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Internal ID 51f1c3fd-e4d8-4961-8ff3-8bea830769b5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name 2,7,14,15,19,19-hexamethyl-10-prop-1-en-2-yl-21,23-dioxahexacyclo[18.2.1.02,18.03,15.06,14.07,11]tricosan-22-one
SMILES (Canonical) CC(=C)C1CCC2(C1CCC3(C2CCC4C3(CCC5C4(C6C(=O)OC(C5(C)C)O6)C)C)C)C
SMILES (Isomeric) CC(=C)C1CCC2(C1CCC3(C2CCC4C3(CCC5C4(C6C(=O)OC(C5(C)C)O6)C)C)C)C
InChI InChI=1S/C30H46O3/c1-17(2)18-11-14-27(5)19(18)12-15-28(6)21(27)9-10-22-29(28,7)16-13-20-26(3,4)25-32-23(24(31)33-25)30(20,22)8/h18-23,25H,1,9-16H2,2-8H3
InChI Key JKVLECODSCOIBO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O3
Molecular Weight 454.70 g/mol
Exact Mass 454.34469533 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 9.50
Atomic LogP (AlogP) 7.15
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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THYSANOLACTONE
78835-06-0
DTXSID001000071
NSC-349620
5,5,7a,7b,12a,14b-Hexamethyl-10-(prop-1-en-2-yl)icosahydro-2H-1,4-epoxycyclopenta[7,8]phenanthro[1,2-d]oxepin-2-one

2D Structure

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2D Structure of 2,7,14,15,19,19-Hexamethyl-10-prop-1-en-2-yl-21,23-dioxahexacyclo[18.2.1.02,18.03,15.06,14.07,11]tricosan-22-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.5537 55.37%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6454 64.54%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8559 85.59%
OATP1B3 inhibitior + 0.8869 88.69%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8021 80.21%
P-glycoprotein inhibitior - 0.4512 45.12%
P-glycoprotein substrate - 0.7665 76.65%
CYP3A4 substrate + 0.6729 67.29%
CYP2C9 substrate - 0.8123 81.23%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.7428 74.28%
CYP2C9 inhibition - 0.8151 81.51%
CYP2C19 inhibition - 0.6408 64.08%
CYP2D6 inhibition - 0.9019 90.19%
CYP1A2 inhibition + 0.6845 68.45%
CYP2C8 inhibition - 0.7022 70.22%
CYP inhibitory promiscuity - 0.8056 80.56%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5650 56.50%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.8850 88.50%
Skin irritation - 0.5524 55.24%
Skin corrosion - 0.9040 90.40%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3724 37.24%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5948 59.48%
skin sensitisation - 0.6296 62.96%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5516 55.16%
Acute Oral Toxicity (c) III 0.4753 47.53%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.7874 78.74%
Thyroid receptor binding + 0.5435 54.35%
Glucocorticoid receptor binding + 0.7267 72.67%
Aromatase binding + 0.7325 73.25%
PPAR gamma + 0.5795 57.95%
Honey bee toxicity - 0.7613 76.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9967 99.67%

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 91.22% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.87% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.96% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.95% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.73% 97.25%
CHEMBL1871 P10275 Androgen Receptor 86.85% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.32% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.17% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.40% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 84.28% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.98% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.98% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.44% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.63% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.51% 97.14%

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.
Swertia japonica

Cross-Links

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PubChem 434400
LOTUS LTS0130045
wikiData Q82993448