(1R,2R,5R,6R,8R,9S,10R,11S,12S)-12-hydroxy-6-(hydroxymethyl)-11-methyl-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid

Details

• Internal ID: 2e006cad-e863-49b4-a98f-f836d3ba867b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,5R,6R,8R,9S,10R,11S,12S)-12-hydroxy-6-(hydroxymethyl)-11-methyl-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• InChI: InChI=1S/C19H26O6/c1-17-12(21)4-5-19(25-16(17)24)11-3-2-9-6-18(11,7-10(9)8-20)13(14(17)19)15(22)23/h9-14,20-21H,2-8H2,1H3,(H,22,23)/t9-,10+,11-,12+,13-,14-,17-,18-,19-/m1/s1
• InChI Key: UNOALJORZQRLGV-BFZXAUSBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.5867	58.67%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7433	74.33%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7407	74.07%
BSEP inhibitior	-	0.8941	89.41%
P-glycoprotein inhibitior	-	0.8743	87.43%
P-glycoprotein substrate	-	0.7312	73.12%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	-	0.8091	80.91%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.8100	81.00%
CYP2C9 inhibition	-	0.8973	89.73%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.9161	91.61%
CYP2C8 inhibition	-	0.7032	70.32%
CYP inhibitory promiscuity	-	0.9653	96.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6159	61.59%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6577	65.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5054	50.54%
skin sensitisation	-	0.9365	93.65%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6308	63.08%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.8946	89.46%
Androgen receptor binding	+	0.5929	59.29%
Thyroid receptor binding	+	0.5970	59.70%
Glucocorticoid receptor binding	+	0.7333	73.33%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	-	0.6429	64.29%
Honey bee toxicity	-	0.9291	92.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9078	90.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.95%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.78%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.68%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.51%	93.00%
CHEMBL5028	O14672	ADAM10	82.59%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 10904240
• LOTUS: LTS0139262
• wikiData: Q105276070