(1R,2S,3S,4S,5S,9S,12R)-5-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadec-7-ene-2,4-dicarboxylic acid

Details

• Internal ID: 8000efd7-0a52-478a-8151-7fe0434fe7ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2S,3S,4S,5S,9S,12R)-5-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadec-7-ene-2,4-dicarboxylic acid
• InChI: InChI=1S/C19H24O5/c1-9-7-19-8-10(9)3-5-12(19)11-4-6-13(20)18(2,17(23)24)14(11)15(19)16(21)22/h4,10,12-15,20H,1,3,5-8H2,2H3,(H,21,22)(H,23,24)/t10-,12-,13+,14-,15-,18-,19+/m1/s1
• InChI Key: WFTRKYGVESACJS-HXGOOWQJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 3
• 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	+	0.9724	97.24%
Caco-2	-	0.5740	57.40%
Blood Brain Barrier	+	0.5777	57.77%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7233	72.33%
BSEP inhibitior	-	0.9381	93.81%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.7059	70.59%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8817	88.17%
CYP2C19 inhibition	-	0.9157	91.57%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.7404	74.04%
CYP2C8 inhibition	-	0.6526	65.26%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5837	58.37%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8867	88.67%
Skin irritation	+	0.5299	52.99%
Skin corrosion	-	0.9075	90.75%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7981	79.81%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5738	57.38%
Acute Oral Toxicity (c)	III	0.3317	33.17%
Estrogen receptor binding	+	0.7908	79.08%
Androgen receptor binding	+	0.5776	57.76%
Thyroid receptor binding	+	0.5418	54.18%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	-	0.5077	50.77%
PPAR gamma	-	0.6384	63.84%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	94.24%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.68%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	86.35%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.25%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.86%	91.19%
CHEMBL4208	P20618	Proteasome component C5	84.24%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.81%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.18%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162865797
• LOTUS: LTS0004742
• wikiData: Q105304203