3,20-Dihydroxycevan-6-one

Details

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Internal ID 4bc48a37-1a9e-4bec-aa98-59dcefcd1f89
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name 10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
SMILES (Canonical) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
SMILES (Isomeric) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
InChI InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3
InChI Key IQDIERHFZVCNRZ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO3
Molecular Weight 429.60 g/mol
Exact Mass 429.32429423 g/mol
Topological Polar Surface Area (TPSA) 60.80 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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NSC-282170
Sipeimine; Imperialine
3,20-Dihydroxycevan-6-one #
IQDIERHFZVCNRZ-UHFFFAOYSA-N
157478-01-8
NSC282170
AKOS025247998
LS-15209
CID 154828254

2D Structure

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2D Structure of 3,20-Dihydroxycevan-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9654 96.54%
Caco-2 - 0.5621 56.21%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Lysosomes 0.5369 53.69%
OATP2B1 inhibitior - 0.5811 58.11%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.9497 94.97%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6115 61.15%
P-glycoprotein inhibitior - 0.7821 78.21%
P-glycoprotein substrate + 0.5129 51.29%
CYP3A4 substrate + 0.7225 72.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3948 39.48%
CYP3A4 inhibition - 0.7809 78.09%
CYP2C9 inhibition - 0.9076 90.76%
CYP2C19 inhibition - 0.9128 91.28%
CYP2D6 inhibition - 0.6125 61.25%
CYP1A2 inhibition - 0.9266 92.66%
CYP2C8 inhibition - 0.8049 80.49%
CYP inhibitory promiscuity - 0.9860 98.60%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.7323 73.23%
Skin corrosion - 0.8795 87.95%
Ames mutagenesis - 0.7756 77.56%
Human Ether-a-go-go-Related Gene inhibition - 0.5157 51.57%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5836 58.36%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5332 53.32%
Acute Oral Toxicity (c) III 0.6697 66.97%
Estrogen receptor binding + 0.7534 75.34%
Androgen receptor binding + 0.8169 81.69%
Thyroid receptor binding + 0.6174 61.74%
Glucocorticoid receptor binding + 0.7383 73.83%
Aromatase binding + 0.6017 60.17%
PPAR gamma + 0.5355 53.55%
Honey bee toxicity - 0.7922 79.22%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity - 0.7381 73.81%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.50% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.92% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.83% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.79% 100.00%
CHEMBL325 Q13547 Histone deacetylase 1 88.71% 95.92%
CHEMBL1871 P10275 Androgen Receptor 88.63% 96.43%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.85% 94.78%
CHEMBL2581 P07339 Cathepsin D 87.03% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.19% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.11% 96.77%
CHEMBL238 Q01959 Dopamine transporter 85.44% 95.88%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.98% 90.71%
CHEMBL299 P17252 Protein kinase C alpha 83.86% 98.03%
CHEMBL1937 Q92769 Histone deacetylase 2 83.85% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.10% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.53% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.36% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.74% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.53% 93.04%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.51% 91.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.19% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%

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.
Fritillaria bucharica
Fritillaria cirrhosa
Fritillaria delavayi
Fritillaria ebeiensis
Fritillaria imperialis
Fritillaria thunbergii
Fritillaria unibracteata var. wabuensis

Cross-Links

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PubChem 5221
LOTUS LTS0274221
wikiData Q104888609