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Jervinone

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 e1442a44-3554-4723-938e-f87fd72367a6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Jerveratrum-type alkaloids
IUPAC Name (3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',6',10,11b-tetramethylspiro[2,5,6,6a,6b,7,8,11a-octahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3,11-dione
SMILES (Canonical) CC1CC2C(C(C3(O2)CCC4C5CCC6=CC(=O)CCC6(C5C(=O)C4=C3C)C)C)NC1
SMILES (Isomeric) C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CCC6=CC(=O)CC[C@@]6([C@H]5C(=O)C4=C3C)C)C)NC1
InChI InChI=1S/C27H37NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h12,14,16,19-21,23-24,28H,5-11,13H2,1-4H3/t14-,16+,19-,20-,21+,23+,24-,26-,27-/m0/s1
InChI Key KLTPAUQDYRELPI-WKWNSBFHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO3
Molecular Weight 423.60 g/mol
Exact Mass 423.27734404 g/mol
Topological Polar Surface Area (TPSA) 55.40 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.39
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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Jervinone
AC1LCTMJ
SCHEMBL12862801
DTXSID40348413
(23R)-17,23-epoxy-veratra-4,12-diene-3,11-dione
(17beta,23R)-4,5-didehydro-5,6-dihydro-17,23-epoxyveratraman-3,11-dione
InChI=1/C27H37NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h12,14,16,19-21,23-24,28H,5-11,13H2,1-4H3/t14-,16?,19-,20-,21+,23+,24-,26-,27-/m0/s
spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridine]-3,11-dione, 1,2,3'a,4',5,5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3',6',10,11b-tetramethyl-, (3a'S,6'S,6aS,6bS,7a'R,9R,11aS,11bR)-

2D Structure

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2D Structure of Jervinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 + 0.6453 64.53%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6944 69.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8416 84.16%
OATP1B3 inhibitior + 0.9468 94.68%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5311 53.11%
BSEP inhibitior + 0.9258 92.58%
P-glycoprotein inhibitior + 0.7688 76.88%
P-glycoprotein substrate - 0.5607 56.07%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 0.8137 81.37%
CYP2D6 substrate - 0.8125 81.25%
CYP3A4 inhibition - 0.9154 91.54%
CYP2C9 inhibition - 0.8417 84.17%
CYP2C19 inhibition - 0.8140 81.40%
CYP2D6 inhibition - 0.9115 91.15%
CYP1A2 inhibition - 0.7902 79.02%
CYP2C8 inhibition + 0.5097 50.97%
CYP inhibitory promiscuity - 0.8279 82.79%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5395 53.95%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9685 96.85%
Skin irritation - 0.7179 71.79%
Skin corrosion - 0.8992 89.92%
Ames mutagenesis - 0.6991 69.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7945 79.45%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.7460 74.60%
skin sensitisation - 0.7886 78.86%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6320 63.20%
Acute Oral Toxicity (c) III 0.6197 61.97%
Estrogen receptor binding + 0.7397 73.97%
Androgen receptor binding + 0.7833 78.33%
Thyroid receptor binding + 0.6776 67.76%
Glucocorticoid receptor binding + 0.7989 79.89%
Aromatase binding + 0.6826 68.26%
PPAR gamma + 0.6655 66.55%
Honey bee toxicity - 0.6675 66.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8462 84.62%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.56% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.79% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.72% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.16% 97.09%
CHEMBL1871 P10275 Androgen Receptor 94.61% 96.43%
CHEMBL4072 P07858 Cathepsin B 94.12% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.47% 93.99%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 93.19% 85.30%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.32% 92.94%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.45% 89.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.88% 95.56%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.37% 91.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.86% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 88.22% 98.59%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.71% 94.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.48% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.18% 90.17%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 84.13% 88.84%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.51% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.81% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 81.60% 94.75%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.90% 90.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.71% 93.04%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.56% 86.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.01% 85.14%

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.
Veratrum album

Cross-Links

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PubChem 637157
LOTUS LTS0108231
wikiData Q82123198