10,15-Dihydroxy-6,6,14-trimethyl-9-methylidene-19-oxo-5,7,18-trioxahexacyclo[12.3.2.18,11.01,13.02,11.04,8]icos-16-ene-12-carboxylic acid

Details

• Internal ID: 79087fdd-df55-483c-9780-a4f91733ebf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: 10,15-dihydroxy-6,6,14-trimethyl-9-methylidene-19-oxo-5,7,18-trioxahexacyclo[12.3.2.18,11.01,13.02,11.04,8]icos-16-ene-12-carboxylic acid
• InChI: InChI=1S/C22H26O8/c1-9-15(24)20-8-22(9)12(28-18(2,3)30-22)7-10(20)21-6-5-11(23)19(4,17(27)29-21)14(21)13(20)16(25)26/h5-6,10-15,23-24H,1,7-8H2,2-4H3,(H,25,26)
• InChI Key: UCBKRGYKXGZHIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	-	0.7232	72.32%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7575	75.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.8649	86.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9220	92.20%
P-glycoprotein inhibitior	-	0.6553	65.53%
P-glycoprotein substrate	-	0.5387	53.87%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.6390	63.90%
CYP2C9 inhibition	-	0.8046	80.46%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	+	0.5688	56.88%
CYP inhibitory promiscuity	-	0.8320	83.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Danger	0.4490	44.90%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.8939	89.39%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6676	66.76%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.6992	69.92%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.3955	39.55%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	+	0.7353	73.53%
Glucocorticoid receptor binding	+	0.6802	68.02%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.5251	52.51%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	98.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.57%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	95.04%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.72%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	84.61%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.04%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.75%	94.45%

Plants that contains it

• Prunus persica

Cross-Links

• PubChem: 162970301
• LOTUS: LTS0003721
• wikiData: Q105269786