(5aS,8aR,9S)-9-hydroxy-7,7-dimethyl-5-methylidene-4,5a,6,8,8a,9-hexahydro-1H-azuleno[5,6-c]furan-3-one

Details

• Internal ID: ddf1a243-95e7-405d-a45a-d3b1f93494cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5aS,8aR,9S)-9-hydroxy-7,7-dimethyl-5-methylidene-4,5a,6,8,8a,9-hexahydro-1H-azuleno[5,6-c]furan-3-one
• InChI: InChI=1S/C15H20O3/c1-8-4-9-12(7-18-14(9)17)13(16)11-6-15(2,3)5-10(8)11/h10-11,13,16H,1,4-7H2,2-3H3/t10-,11-,13+/m1/s1
• InChI Key: DEOVNZHBRSTGRV-WZRBSPASSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.21
• 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	+	0.9923	99.23%
Caco-2	+	0.5888	58.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7072	70.72%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6695	66.95%
P-glycoprotein inhibitior	-	0.8710	87.10%
P-glycoprotein substrate	-	0.8957	89.57%
CYP3A4 substrate	+	0.5586	55.86%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8967	89.67%
CYP2C9 inhibition	-	0.6911	69.11%
CYP2C19 inhibition	-	0.7051	70.51%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.6671	66.71%
CYP2C8 inhibition	-	0.8913	89.13%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5577	55.77%
Eye corrosion	-	0.9365	93.65%
Eye irritation	+	0.5885	58.85%
Skin irritation	-	0.6899	68.99%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6797	67.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6830	68.30%
Acute Oral Toxicity (c)	III	0.4667	46.67%
Estrogen receptor binding	-	0.6626	66.26%
Androgen receptor binding	+	0.5472	54.72%
Thyroid receptor binding	-	0.5642	56.42%
Glucocorticoid receptor binding	+	0.7157	71.57%
Aromatase binding	-	0.7049	70.49%
PPAR gamma	-	0.7193	71.93%
Honey bee toxicity	-	0.8072	80.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	96.34%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.58%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.74%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.80%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.63%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.47%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.93%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163055624
• LOTUS: LTS0064788
• wikiData: Q104977403