(1R,2R,4R,5R,8R,9S,10R,11R)-4-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid

Details

• Internal ID: 1fa7cf71-1cb5-49cc-8097-2f9076fee403
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,4R,5R,8R,9S,10R,11R)-4-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid
• 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/h3,5,10-14,20H,1,4,6-8H2,2H3,(H,21,22)/t10-,11-,12-,13-,14-,17-,18+,19-/m1/s1
• InChI Key: RAXXBLUAHMNNDW-MHKXYFPYSA-N
• Popularity: 2 references 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): 83.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.5681	56.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7431	74.31%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9417	94.17%
P-glycoprotein inhibitior	-	0.9169	91.69%
P-glycoprotein substrate	-	0.6843	68.43%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.7739	77.39%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.8623	86.23%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.5701	57.01%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4701	47.01%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9626	96.26%
Skin irritation	-	0.5806	58.06%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6775	67.75%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5143	51.43%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.4117	41.17%
Estrogen receptor binding	+	0.7038	70.38%
Androgen receptor binding	+	0.5949	59.49%
Thyroid receptor binding	+	0.5377	53.77%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	+	0.5952	59.52%
PPAR gamma	-	0.5635	56.35%
Honey bee toxicity	-	0.8792	87.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	95.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.35%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.94%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.94%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.96%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.33%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.32%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.24%	91.07%

Plants that contains it

• Prunus persica

Cross-Links

• PubChem: 101135488
• LOTUS: LTS0035223
• wikiData: Q105232951