5,11-Dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadec-7-ene-2,4-dicarboxylic acid

Details

• Internal ID: 580e8435-3bcc-426e-8404-182c045f2d0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: 5,11-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadec-7-ene-2,4-dicarboxylic acid
• SMILES (Canonical): CC1(C(CC=C2C1C(C34C2CC(C(C3)C(=C)C4)O)C(=O)O)O)C(=O)O
• SMILES (Isomeric): CC1(C(CC=C2C1C(C34C2CC(C(C3)C(=C)C4)O)C(=O)O)O)C(=O)O
• InChI: InChI=1S/C19H24O6/c1-8-6-19-7-10(8)12(20)5-11(19)9-3-4-13(21)18(2,17(24)25)14(9)15(19)16(22)23/h3,10-15,20-21H,1,4-7H2,2H3,(H,22,23)(H,24,25)
• InChI Key: IIACBSOUZZZZAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	-	0.7529	75.29%
Blood Brain Barrier	+	0.6527	65.27%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7328	73.28%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8506	85.06%
OATP1B3 inhibitior	+	0.9077	90.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9142	91.42%
BSEP inhibitior	-	0.9268	92.68%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.6577	65.77%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.9110	91.10%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.8792	87.92%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	-	0.6543	65.43%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5856	58.56%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.5140	51.40%
Skin corrosion	-	0.9079	90.79%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7205	72.05%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7461	74.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.2867	28.67%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	+	0.5139	51.39%
Glucocorticoid receptor binding	+	0.7253	72.53%
Aromatase binding	+	0.5247	52.47%
PPAR gamma	-	0.6597	65.97%
Honey bee toxicity	-	0.7765	77.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.96%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.21%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.82%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.43%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.30%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.51%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.66%	90.17%

Plants that contains it

• Cucurbita maxima

Cross-Links

• PubChem: 162915593
• LOTUS: LTS0029330
• wikiData: Q105113332