Gigantenone

Details

• Internal ID: 34d53210-602d-4bfc-92fb-c2a464d1a863
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,6R,7R,7aR,7bR)-6-hydroxy-7,7a-dimethyl-1a-[(2R)-2-methyloxiran-2-yl]-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one
• SMILES (Canonical): CC1C(CCC2=CC(=O)C3(C(C12C)O3)C4(CO4)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](CCC2=CC(=O)[C@]3([C@@H]([C@]12C)O3)[C@]4(CO4)C)O
• InChI: InChI=1S/C15H20O4/c1-8-10(16)5-4-9-6-11(17)15(13(2)7-18-13)12(19-15)14(8,9)3/h6,8,10,12,16H,4-5,7H2,1-3H3/t8-,10+,12+,13+,14+,15-/m0/s1
• InChI Key: HKPKDBKOAYLOQF-OCZRQZLOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 62.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 125140-03-6
• (+)-Gigantenone
• DTXSID50925032
• 6-Hydroxy-7,7a-dimethyl-1a-(2-methyloxiran-2-yl)-4,5,6,7,7a,7b-hexahydronaphtho[1,2-b]oxiren-2(1aH)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8509	85.09%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7077	70.77%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6878	68.78%
BSEP inhibitior	-	0.7713	77.13%
P-glycoprotein inhibitior	-	0.9250	92.50%
P-glycoprotein substrate	-	0.7379	73.79%
CYP3A4 substrate	+	0.6164	61.64%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.7654	76.54%
CYP2C9 inhibition	-	0.8060	80.60%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.7897	78.97%
CYP2C8 inhibition	-	0.9087	90.87%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9781	97.81%
Skin irritation	-	0.6045	60.45%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7284	72.84%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6377	63.77%
skin sensitisation	-	0.7980	79.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4745	47.45%
Acute Oral Toxicity (c)	III	0.4726	47.26%
Estrogen receptor binding	+	0.7078	70.78%
Androgen receptor binding	+	0.7291	72.91%
Thyroid receptor binding	+	0.6836	68.36%
Glucocorticoid receptor binding	+	0.6910	69.10%
Aromatase binding	+	0.5781	57.81%
PPAR gamma	-	0.5221	52.21%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8710	87.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.53%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.64%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.23%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.20%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.21%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.08%	89.00%
CHEMBL1871	P10275	Androgen Receptor	85.87%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.76%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.71%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	83.68%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 180308
• LOTUS: LTS0217109
• wikiData: Q82899275