Gibberellin A49

Details

• Internal ID: 9d0e2786-3be3-4d31-996b-fb8395ca0004
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,4S,5R,8R,9S,10R,11S,12R,13S)-4,12,13-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• SMILES (Canonical): CC12C3C(C45CC(C(CC4C3(CC(C1O)O)OC2=O)O)C(=C)C5)C(=O)O
• SMILES (Isomeric): C[C@]12[C@H]3[C@@H]([C@@]45C[C@@H]([C@H](C[C@H]4[C@@]3(C[C@@H]([C@@H]1O)O)OC2=O)O)C(=C)C5)C(=O)O
• InChI: InChI=1S/C19H24O7/c1-7-4-18-5-8(7)9(20)3-11(18)19-6-10(21)14(22)17(2,16(25)26-19)13(19)12(18)15(23)24/h8-14,20-22H,1,3-6H2,2H3,(H,23,24)/t8-,9+,10+,11-,12-,13-,14+,17+,18+,19-/m1/s1
• InChI Key: NAGWIYJMYLCZLH-QOPQSTFASA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• GA49

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	-	0.7199	71.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7242	72.42%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9442	94.42%
P-glycoprotein inhibitior	-	0.8829	88.29%
P-glycoprotein substrate	-	0.7469	74.69%
CYP3A4 substrate	+	0.6468	64.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.7270	72.70%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.8091	80.91%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8832	88.32%
CYP2C8 inhibition	-	0.6902	69.02%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4559	45.59%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6704	67.04%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5191	51.91%
skin sensitisation	-	0.7707	77.07%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7277	72.77%
Acute Oral Toxicity (c)	IV	0.4370	43.70%
Estrogen receptor binding	+	0.7942	79.42%
Androgen receptor binding	+	0.6312	63.12%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	+	0.6954	69.54%
PPAR gamma	-	0.5838	58.38%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.91%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.43%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.78%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.61%	99.23%

Plants that contains it

• Cucurbita maxima

Cross-Links

• PubChem: 101603118
• LOTUS: LTS0011886
• wikiData: Q105176242