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

Details

• Internal ID: c32f0365-ac8b-4e8b-882f-d6f172727d85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1S,2R,5R,6R,8S,9S,10R,11S)-6-hydroxy-6,11-dimethyl-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• SMILES (Canonical): CC12CCCC3(C1C(C45C3CCC(C4)C(C5)(C)O)C(=O)O)OC2=O
• SMILES (Isomeric): C[C@]12CCC[C@]3([C@@H]1[C@@H]([C@@]45[C@H]3CC[C@H](C4)[C@](C5)(C)O)C(=O)O)OC2=O
• InChI: InChI=1S/C19H26O5/c1-16-6-3-7-19(24-15(16)22)11-5-4-10-8-18(11,9-17(10,2)23)12(13(16)19)14(20)21/h10-13,23H,3-9H2,1-2H3,(H,20,21)/t10-,11-,12-,13-,16+,17-,18+,19+/m1/s1
• InChI Key: WGVIRXSVGNPFAX-KBJNCBKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.6792	67.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7700	77.00%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.8275	82.75%
P-glycoprotein inhibitior	-	0.8580	85.80%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.7290	72.90%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9642	96.42%
CYP1A2 inhibition	-	0.8352	83.52%
CYP2C8 inhibition	-	0.6115	61.15%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9384	93.84%
Skin irritation	+	0.5345	53.45%
Skin corrosion	-	0.8312	83.12%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6008	60.08%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5541	55.41%
skin sensitisation	-	0.8748	87.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4914	49.14%
Acute Oral Toxicity (c)	III	0.5045	50.45%
Estrogen receptor binding	+	0.8644	86.44%
Androgen receptor binding	+	0.6098	60.98%
Thyroid receptor binding	+	0.6268	62.68%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	+	0.5494	54.94%
PPAR gamma	-	0.6780	67.80%
Honey bee toxicity	-	0.9494	94.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.32%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.16%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.84%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.37%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.93%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.44%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162951302
• LOTUS: LTS0086519
• wikiData: Q105304978