(1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-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: ba691a4b-9440-4b11-afb9-2e25f5200ce3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-4,16-dioxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• InChI: InChI=1S/C19H22O6/c1-8-6-18-7-9(8)10(20)5-11(18)19-4-3-12(21)17(2,16(24)25-19)14(19)13(18)15(22)23/h9,11-14,21H,1,3-7H2,2H3,(H,22,23)/t9-,11-,12+,13-,14-,17-,18+,19-/m1/s1
• InChI Key: JXPCWCQTRISROT-QCLVZFKSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 5
• 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	+	0.9834	98.34%
Caco-2	-	0.5917	59.17%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7547	75.47%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6592	65.92%
BSEP inhibitior	-	0.8913	89.13%
P-glycoprotein inhibitior	-	0.8557	85.57%
P-glycoprotein substrate	-	0.7677	76.77%
CYP3A4 substrate	+	0.6524	65.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.7960	79.60%
CYP2C9 inhibition	-	0.8987	89.87%
CYP2C19 inhibition	-	0.8833	88.33%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	-	0.6149	61.49%
CYP inhibitory promiscuity	-	0.9583	95.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4814	48.14%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8765	87.65%
Skin irritation	+	0.5170	51.70%
Skin corrosion	-	0.8746	87.46%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6279	62.79%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5382	53.82%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7786	77.86%
Acute Oral Toxicity (c)	IV	0.4947	49.47%
Estrogen receptor binding	+	0.8560	85.60%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.5932	59.32%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.5525	55.25%
PPAR gamma	-	0.5192	51.92%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	90.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.75%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.31%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.62%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.87%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.42%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162982561
• LOTUS: LTS0260634
• wikiData: Q105136704