(3R,3aS,6S,6aS,9bS)-6-hydroxy-3,6,9-trimethyl-3,3a,4,5,6a,7,8,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: e61fcbdb-8c76-45bf-b7db-07bf3bd4bf3d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,3aS,6S,6aS,9bS)-6-hydroxy-3,6,9-trimethyl-3,3a,4,5,6a,7,8,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CCC(C3CCC(=C3C2OC1=O)C)(C)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC[C@]([C@H]3CCC(=C3[C@H]2OC1=O)C)(C)O
• InChI: InChI=1S/C15H22O3/c1-8-4-5-11-12(8)13-10(6-7-15(11,3)17)9(2)14(16)18-13/h9-11,13,17H,4-7H2,1-3H3/t9-,10+,11+,13+,15+/m1/s1
• InChI Key: ZSJFYGQONSAOAX-NEQUNRTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.44
• 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	+	0.9950	99.50%
Caco-2	+	0.8426	84.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6750	67.50%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9247	92.47%
P-glycoprotein inhibitior	-	0.8853	88.53%
P-glycoprotein substrate	-	0.8513	85.13%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.7366	73.66%
CYP2C9 inhibition	-	0.7870	78.70%
CYP2C19 inhibition	-	0.7217	72.17%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	+	0.6421	64.21%
CYP2C8 inhibition	-	0.9336	93.36%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5381	53.81%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.7228	72.28%
Skin irritation	+	0.6053	60.53%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5326	53.26%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7324	73.24%
skin sensitisation	-	0.7146	71.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4494	44.94%
Estrogen receptor binding	-	0.6027	60.27%
Androgen receptor binding	+	0.5721	57.21%
Thyroid receptor binding	+	0.5867	58.67%
Glucocorticoid receptor binding	+	0.5427	54.27%
Aromatase binding	-	0.8320	83.20%
PPAR gamma	-	0.6811	68.11%
Honey bee toxicity	-	0.8725	87.25%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9702	97.02%

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	93.48%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.10%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.28%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.28%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.66%	91.49%
CHEMBL2581	P07339	Cathepsin D	80.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%
CHEMBL1871	P10275	Androgen Receptor	80.04%	96.43%

Plants that contains it

• Sonchus macrocarpus

Cross-Links

• PubChem: 162940892
• LOTUS: LTS0223621
• wikiData: Q105382538