12-Hydroxy-2-methoxycarbonyl-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-4,8-dicarboxylic acid

Details

• Internal ID: 67128aaf-2ecb-4617-8ebe-dc22c47b9fa6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C20-gibberellins > C20-gibberellin 20-carboxylic acids
• IUPAC Name: 12-hydroxy-2-methoxycarbonyl-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-4,8-dicarboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1C(C34C2CCC(C3)(C(=C)C4)O)C(=O)OC)C(=O)O)C(=O)O
• SMILES (Isomeric): CC1(CCCC2(C1C(C34C2CCC(C3)(C(=C)C4)O)C(=O)OC)C(=O)O)C(=O)O
• InChI: InChI=1S/C21H28O7/c1-11-9-19-10-20(11,27)8-5-12(19)21(17(25)26)7-4-6-18(2,16(23)24)14(21)13(19)15(22)28-3/h12-14,27H,1,4-10H2,2-3H3,(H,23,24)(H,25,26)
• InChI Key: PFGYEFUZRJFNOG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₇
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.18350323 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5436	54.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8049	80.49%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	-	0.3091	30.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7419	74.19%
BSEP inhibitior	-	0.7860	78.60%
P-glycoprotein inhibitior	-	0.7707	77.07%
P-glycoprotein substrate	-	0.6420	64.20%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.7500	75.00%
CYP2C8 inhibition	-	0.6704	67.04%
CYP inhibitory promiscuity	-	0.9456	94.56%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6424	64.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8683	86.83%
Skin irritation	+	0.5204	52.04%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7123	71.23%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6553	65.53%
Acute Oral Toxicity (c)	III	0.4063	40.63%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.6296	62.96%
Thyroid receptor binding	+	0.6130	61.30%
Glucocorticoid receptor binding	+	0.7300	73.00%
Aromatase binding	+	0.5358	53.58%
PPAR gamma	-	0.5178	51.78%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.87%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.50%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.85%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.01%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.82%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%

Plants that contains it

• Ipomoea alba

Cross-Links

• PubChem: 163010425
• LOTUS: LTS0137264
• wikiData: Q105207736