(1R,2R,5R,8R,9S,10R,11R)-11-methyl-6-methylidene-4,16-dioxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid

Details

• Internal ID: d5c273b8-bef9-4e6b-aaf2-0c4f54793279
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,5R,8R,9S,10R,11R)-11-methyl-6-methylidene-4,16-dioxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• SMILES (Canonical): CC12CCCC3(C1C(C45C3CC(=O)C(C4)C(=C)C5)C(=O)O)OC2=O
• SMILES (Isomeric): C[C@@]12CCC[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC(=O)[C@H](C4)C(=C)C5)C(=O)O)OC2=O
• InChI: InChI=1S/C19H22O5/c1-9-7-18-8-10(9)11(20)6-12(18)19-5-3-4-17(2,16(23)24-19)14(19)13(18)15(21)22/h10,12-14H,1,3-8H2,2H3,(H,21,22)/t10-,12-,13-,14-,17-,18+,19-/m1/s1
• InChI Key: PHYYFNCWOIYWTJ-BLYXBGHVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.5629	56.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7260	72.60%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5229	52.29%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.8572	85.72%
P-glycoprotein substrate	-	0.8233	82.33%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.7449	74.49%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.8375	83.75%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	+	0.6471	64.71%
CYP2C8 inhibition	-	0.5871	58.71%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8661	86.61%
Skin irritation	+	0.5735	57.35%
Skin corrosion	-	0.8752	87.52%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6203	62.03%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7631	76.31%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7498	74.98%
Acute Oral Toxicity (c)	III	0.5580	55.80%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.6853	68.53%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	+	0.6633	66.33%
Aromatase binding	+	0.5873	58.73%
PPAR gamma	-	0.5583	55.83%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.34%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.73%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.22%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.13%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.03%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.54%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163073559
• LOTUS: LTS0128919
• wikiData: Q105000943