(3aS,5S,5aS,9S,9aR)-9-hydroxy-5,8-dimethyl-1-methylidene-4,5,5a,6,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,7-dione

Details

• Internal ID: c74343d9-5291-4c10-a820-85382d4899f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (3aS,5S,5aS,9S,9aR)-9-hydroxy-5,8-dimethyl-1-methylidene-4,5,5a,6,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2,7-dione
• InChI: InChI=1S/C15H18O4/c1-6-4-11-13(8(3)15(18)19-11)14(17)12-7(2)10(16)5-9(6)12/h6,9,11,13-14,17H,3-5H2,1-2H3/t6-,9-,11-,13-,14+/m0/s1
• InChI Key: FSVHIIPNYZDPPR-MZODDRHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• 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	+	0.9817	98.17%
Caco-2	+	0.6629	66.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5743	57.43%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9630	96.30%
P-glycoprotein inhibitior	-	0.8667	86.67%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.7148	71.48%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.8511	85.11%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	+	0.5242	52.42%
CYP2C8 inhibition	-	0.8339	83.39%
CYP inhibitory promiscuity	-	0.9362	93.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9560	95.60%
Eye irritation	-	0.6132	61.32%
Skin irritation	-	0.5208	52.08%
Skin corrosion	-	0.8677	86.77%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6260	62.60%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6513	65.13%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.5646	56.46%
Androgen receptor binding	-	0.4867	48.67%
Thyroid receptor binding	-	0.7121	71.21%
Glucocorticoid receptor binding	-	0.5439	54.39%
Aromatase binding	-	0.7423	74.23%
PPAR gamma	-	0.6087	60.87%
Honey bee toxicity	-	0.7984	79.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.29%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.25%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.08%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.28%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.86%	97.25%

Plants that contains it

• Cota austriaca

Cross-Links

• PubChem: 162953583
• LOTUS: LTS0163936
• wikiData: Q105000891