(5alpha,8xi,10xi,13xi,25xi)-Cevane-3,6,20-triol

Details

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Internal ID 115e9cf9-a9f6-4559-a4a6-6fec9d289f00
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name (1R,9S,10S,11S,14S,18S,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol
SMILES (Canonical) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)(C)O
SMILES (Isomeric) CC1CC[C@H]2[C@@]([C@H]3CC[C@@H]4[C@H](C3CN2C1)C[C@H]5C4CC([C@@H]6C5(CCC(C6)O)C)O)(C)O
InChI InChI=1S/C27H45NO3/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/h15-25,29-31H,4-14H2,1-3H3/t15?,16?,17-,18-,19?,20?,21+,22+,23-,24?,25+,26?,27+/m1/s1
InChI Key IUKLSMSEHKDIIP-HJNHJIHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45NO3
Molecular Weight 431.70 g/mol
Exact Mass 431.33994430 g/mol
Topological Polar Surface Area (TPSA) 63.90 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5alpha,8xi,10xi,13xi,25xi)-Cevane-3,6,20-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9600 96.00%
Caco-2 - 0.6488 64.88%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.6668 66.68%
OATP2B1 inhibitior - 0.5820 58.20%
OATP1B1 inhibitior + 0.9246 92.46%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6641 66.41%
P-glycoprotein inhibitior - 0.7903 79.03%
P-glycoprotein substrate + 0.5116 51.16%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate + 0.5065 50.65%
CYP3A4 inhibition - 0.8574 85.74%
CYP2C9 inhibition - 0.9157 91.57%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.5255 52.55%
CYP1A2 inhibition - 0.9257 92.57%
CYP2C8 inhibition - 0.7573 75.73%
CYP inhibitory promiscuity - 0.9834 98.34%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6312 63.12%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9136 91.36%
Skin irritation - 0.7341 73.41%
Skin corrosion - 0.8470 84.70%
Ames mutagenesis - 0.7348 73.48%
Human Ether-a-go-go-Related Gene inhibition - 0.5655 56.55%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5429 54.29%
skin sensitisation - 0.8384 83.84%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.5467 54.67%
Acute Oral Toxicity (c) III 0.6382 63.82%
Estrogen receptor binding + 0.6973 69.73%
Androgen receptor binding + 0.7911 79.11%
Thyroid receptor binding + 0.6097 60.97%
Glucocorticoid receptor binding + 0.7625 76.25%
Aromatase binding + 0.6497 64.97%
PPAR gamma + 0.6109 61.09%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity - 0.8008 80.08%

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 95.74% 96.09%
CHEMBL238 Q01959 Dopamine transporter 95.11% 95.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.43% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.17% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.75% 89.05%
CHEMBL233 P35372 Mu opioid receptor 88.15% 97.93%
CHEMBL1871 P10275 Androgen Receptor 87.95% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.93% 100.00%
CHEMBL204 P00734 Thrombin 87.51% 96.01%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.25% 94.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.81% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.78% 91.03%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 84.60% 96.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.56% 92.86%
CHEMBL325 Q13547 Histone deacetylase 1 84.40% 95.92%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 83.63% 98.46%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.13% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.75% 96.61%
CHEMBL206 P03372 Estrogen receptor alpha 82.27% 97.64%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.27% 95.58%
CHEMBL1914 P06276 Butyrylcholinesterase 82.14% 95.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.60% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.18% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.08% 94.45%

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 cirrhosa
Fritillaria ebeiensis
Fritillaria imperialis
Fritillaria monantha
Fritillaria taipaiensis
Fritillaria unibracteata var. wabuensis

Cross-Links

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PubChem 139291898
LOTUS LTS0232852
wikiData Q104253422