(3aS,5S,6aR,9S,9aR,9bR)-5-hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,7,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione

Details

• Internal ID: 767ace93-22e0-47be-aa2d-cacc1293da7f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,5S,6aR,9S,9aR,9bR)-5-hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,7,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione
• InChI: InChI=1S/C15H18O4/c1-6-9-4-12(17)8(3)13(9)14-10(5-11(6)16)7(2)15(18)19-14/h8-11,13-14,16H,1-2,4-5H2,3H3/t8-,9+,10+,11+,13+,14+/m1/s1
• InChI Key: RHYPYWNNHNFJFB-GLKGNWKHSA-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): 1.25
• 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	+	0.9849	98.49%
Caco-2	-	0.5213	52.13%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5508	55.08%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8829	88.29%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9671	96.71%
P-glycoprotein inhibitior	-	0.9208	92.08%
P-glycoprotein substrate	-	0.8792	87.92%
CYP3A4 substrate	+	0.5384	53.84%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.8538	85.38%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.7038	70.38%
CYP2C8 inhibition	-	0.8415	84.15%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9242	92.42%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9517	95.17%
Eye irritation	+	0.7822	78.22%
Skin irritation	-	0.5193	51.93%
Skin corrosion	-	0.8387	83.87%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5802	58.02%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7060	70.60%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5754	57.54%
Acute Oral Toxicity (c)	III	0.4628	46.28%
Estrogen receptor binding	+	0.5399	53.99%
Androgen receptor binding	+	0.5841	58.41%
Thyroid receptor binding	-	0.5916	59.16%
Glucocorticoid receptor binding	+	0.6004	60.04%
Aromatase binding	-	0.7722	77.22%
PPAR gamma	-	0.8299	82.99%
Honey bee toxicity	-	0.6949	69.49%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9630	96.30%

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	91.66%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.50%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%

Plants that contains it

• Arctotis stoechadifolia

Cross-Links

• PubChem: 14285663
• LOTUS: LTS0036554
• wikiData: Q105236713