(3S,3aS,5aR,9bS)-9-(hydroxymethyl)-3,5a-dimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,6-dione

Details

• Internal ID: 51babd42-ffa1-4cbb-88d8-7df25f4109e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3S,3aS,5aR,9bS)-9-(hydroxymethyl)-3,5a-dimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H18O4/c1-8-10-5-6-15(2)11(17)4-3-9(7-16)12(15)13(10)19-14(8)18/h3-4,8,10,13,16H,5-7H2,1-2H3/t8-,10-,13-,15-/m0/s1
• InChI Key: GLQZANDEPOTJDM-BOCCBSBMSA-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: 0.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.6479	64.79%
Blood Brain Barrier	+	0.5589	55.89%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	+	0.5979	59.79%
BSEP inhibitior	-	0.8270	82.70%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.7849	78.49%
CYP3A4 substrate	+	0.5656	56.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9019	90.19%
CYP3A4 inhibition	-	0.6554	65.54%
CYP2C9 inhibition	-	0.8371	83.71%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.5278	52.78%
CYP2C8 inhibition	-	0.8794	87.94%
CYP inhibitory promiscuity	-	0.7887	78.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5260	52.60%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9496	94.96%
Skin irritation	+	0.5157	51.57%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7881	78.81%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6057	60.57%
skin sensitisation	-	0.8077	80.77%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4851	48.51%
Acute Oral Toxicity (c)	III	0.7565	75.65%
Estrogen receptor binding	-	0.6475	64.75%
Androgen receptor binding	+	0.5589	55.89%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5407	54.07%
Aromatase binding	-	0.8079	80.79%
PPAR gamma	-	0.8009	80.09%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.75%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.49%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%

Plants that contains it

• Artemisia herba-alba

Cross-Links

• PubChem: 15737286
• LOTUS: LTS0111069
• wikiData: Q105011210