12,13-Dihydroxy-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: fed9cfcb-7e4c-4cdf-94d3-89261ee91aad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: 12,13-dihydroxy-11-methyl-6-methylidene-4,16-dioxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• SMILES (Canonical): CC12C3C(C45CC(C(=C)C4)C(=O)CC5C3(CC(C1O)O)OC2=O)C(=O)O
• SMILES (Isomeric): CC12C3C(C45CC(C(=C)C4)C(=O)CC5C3(CC(C1O)O)OC2=O)C(=O)O
• InChI: InChI=1S/C19H22O7/c1-7-4-18-5-8(7)9(20)3-11(18)19-6-10(21)14(22)17(2,16(25)26-19)13(19)12(18)15(23)24/h8,10-14,21-22H,1,3-6H2,2H3,(H,23,24)
• InChI Key: MVHJDZCNXNYBEL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	-	0.6585	65.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7242	72.42%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9115	91.15%
P-glycoprotein inhibitior	-	0.8559	85.59%
P-glycoprotein substrate	-	0.7591	75.91%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.7270	72.70%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.8091	80.91%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8832	88.32%
CYP2C8 inhibition	-	0.7216	72.16%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4559	45.59%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6646	66.46%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5507	55.07%
skin sensitisation	-	0.7707	77.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7716	77.16%
Acute Oral Toxicity (c)	IV	0.4370	43.70%
Estrogen receptor binding	+	0.7988	79.88%
Androgen receptor binding	+	0.6658	66.58%
Thyroid receptor binding	+	0.5437	54.37%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	+	0.5763	57.63%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.38%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.66%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.57%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.18%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.00%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.60%	98.95%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 14833703
• LOTUS: LTS0171551
• wikiData: Q105173019