8a-hydroxy-1,8-dimethyl-5-methylidene-5a,6,7,8-tetrahydro-4H-azuleno[6,5-b]furan-9-one

Details

• Internal ID: f1a77bfa-961b-4531-b6fd-6ad42bb99ced
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 8a-hydroxy-1,8-dimethyl-5-methylidene-5a,6,7,8-tetrahydro-4H-azuleno[6,5-b]furan-9-one
• InChI: InChI=1S/C15H18O3/c1-8-6-12-13(9(2)7-18-12)14(16)15(17)10(3)4-5-11(8)15/h7,10-11,17H,1,4-6H2,2-3H3
• InChI Key: CKDRPCYJCDMPFO-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5780	57.80%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6805	68.05%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8988	89.88%
P-glycoprotein inhibitior	-	0.8691	86.91%
P-glycoprotein substrate	-	0.9017	90.17%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	-	0.8140	81.40%
CYP2C9 inhibition	-	0.6979	69.79%
CYP2C19 inhibition	-	0.5239	52.39%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	+	0.8460	84.60%
CYP2C8 inhibition	-	0.8776	87.76%
CYP inhibitory promiscuity	-	0.8358	83.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.7529	75.29%
Skin irritation	-	0.5878	58.78%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5972	59.72%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5307	53.07%
skin sensitisation	-	0.7347	73.47%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6268	62.68%
Acute Oral Toxicity (c)	III	0.3901	39.01%
Estrogen receptor binding	-	0.6054	60.54%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.5541	55.41%
Aromatase binding	-	0.6358	63.58%
PPAR gamma	+	0.6043	60.43%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.04%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.61%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.76%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.66%	96.21%

Plants that contains it

• Curcuma zedoaria

Cross-Links

• PubChem: 75144776
• LOTUS: LTS0246619
• wikiData: Q104962184