Ganosinensine

Details

• Internal ID: 755757f2-a65e-4aeb-b64d-49bb98766952
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,2S,4R,6R,7S)-4-hydroxy-10-(hydroxymethyl)-2,6-dimethyltricyclo[5.3.1.02,6]undec-9-en-8-one
• SMILES (Canonical): CC12CC(CC1(C3CC2C(=CC3=O)CO)C)O
• SMILES (Isomeric): C[C@@]12C[C@H](C[C@@]1([C@@H]3C[C@H]2C(=CC3=O)CO)C)O
• InChI: InChI=1S/C14H20O3/c1-13-5-9(16)6-14(13,2)11-4-10(13)8(7-15)3-12(11)17/h3,9-11,15-16H,4-7H2,1-2H3/t9-,10+,11-,13+,14-/m1/s1
• InChI Key: PKKKBFDTUPEZHH-QJRXBVQLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 3
• 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	+	0.9960	99.60%
Caco-2	+	0.8738	87.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5873	58.73%
OATP2B1 inhibitior	-	0.8457	84.57%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7843	78.43%
BSEP inhibitior	-	0.9339	93.39%
P-glycoprotein inhibitior	-	0.9644	96.44%
P-glycoprotein substrate	-	0.7931	79.31%
CYP3A4 substrate	+	0.5205	52.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.8915	89.15%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8232	82.32%
CYP2C8 inhibition	-	0.9618	96.18%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9030	90.30%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7654	76.54%
Skin irritation	-	0.5963	59.63%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6933	69.33%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5065	50.65%
skin sensitisation	-	0.6987	69.87%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6120	61.20%
Acute Oral Toxicity (c)	III	0.6905	69.05%
Estrogen receptor binding	-	0.5389	53.89%
Androgen receptor binding	+	0.6283	62.83%
Thyroid receptor binding	-	0.6658	66.58%
Glucocorticoid receptor binding	-	0.4713	47.13%
Aromatase binding	-	0.7619	76.19%
PPAR gamma	-	0.8167	81.67%
Honey bee toxicity	-	0.9138	91.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	95.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.02%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.50%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.78%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.72%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.92%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.34%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.89%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585996
• LOTUS: LTS0053194
• wikiData: Q77496595