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Hypognavine

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 c156b3e0-180d-4ef5-af01-c8f37f9b5298
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
IUPAC Name [(2S,3S,5R,9S,11S,13R,16R,17R,18S)-2,13,18-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] benzoate
SMILES (Canonical) CC12CC(C(C34C1C5CC67C3(CC(CC6C4N5C2)C(=C)C7O)O)O)OC(=O)C8=CC=CC=C8
SMILES (Isomeric) C[C@@]12C[C@@H]([C@H](C34[C@@H]1[C@H]5CC67[C@]3(C[C@H](C[C@@H]6C4N5C2)C(=C)[C@H]7O)O)O)OC(=O)C8=CC=CC=C8
InChI InChI=1S/C27H31NO5/c1-13-15-8-16-20-27-19-17(10-25(16,21(13)29)26(27,32)9-15)28(20)12-24(19,2)11-18(22(27)30)33-23(31)14-6-4-3-5-7-14/h3-7,15-22,29-30,32H,1,8-12H2,2H3/t15-,16+,17+,18-,19+,20?,21+,22+,24-,25?,26-,27?/m0/s1
InChI Key BYXPUNYKMOQXSI-CSRWUROZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H31NO5
Molecular Weight 449.50 g/mol
Exact Mass 449.22022309 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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79808-88-1
Hetisan-1,2,9,15-tetrol, 2-benzoate, (1-beta,2-alpha,15-beta)-

2D Structure

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2D Structure of Hypognavine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9314 93.14%
Caco-2 - 0.7607 76.07%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4545 45.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9061 90.61%
OATP1B3 inhibitior + 0.9432 94.32%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5545 55.45%
P-glycoprotein inhibitior - 0.7406 74.06%
P-glycoprotein substrate + 0.5711 57.11%
CYP3A4 substrate + 0.7013 70.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6923 69.23%
CYP3A4 inhibition - 0.9643 96.43%
CYP2C9 inhibition - 0.8677 86.77%
CYP2C19 inhibition - 0.8397 83.97%
CYP2D6 inhibition - 0.8989 89.89%
CYP1A2 inhibition - 0.8818 88.18%
CYP2C8 inhibition + 0.6215 62.15%
CYP inhibitory promiscuity - 0.8437 84.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4818 48.18%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9685 96.85%
Skin irritation - 0.7432 74.32%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.5928 59.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7273 72.73%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5677 56.77%
skin sensitisation - 0.8264 82.64%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5453 54.53%
Acute Oral Toxicity (c) III 0.5314 53.14%
Estrogen receptor binding + 0.7754 77.54%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding + 0.5551 55.51%
Glucocorticoid receptor binding + 0.7277 72.77%
Aromatase binding + 0.7094 70.94%
PPAR gamma + 0.5319 53.19%
Honey bee toxicity - 0.8002 80.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9689 96.89%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.49% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.13% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 92.60% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.39% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.36% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.95% 99.23%
CHEMBL4208 P20618 Proteasome component C5 86.10% 90.00%
CHEMBL5028 O14672 ADAM10 83.83% 97.50%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.75% 92.67%
CHEMBL3524 P56524 Histone deacetylase 4 81.93% 92.97%
CHEMBL4302 P08183 P-glycoprotein 1 80.70% 92.98%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.20% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.08% 97.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 3061836
LOTUS LTS0245936
wikiData Q104401950