(3S,3aS,6S,6aS,9bS)-6-hydroxy-3,6,6a,9-tetramethyl-3a,4,5,7,8,9b-hexahydro-3H-azuleno[4,5-b]furan-2-one

Details

• Internal ID: df9cd9ec-d7b5-4157-b01c-76e1fed7101e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,6S,6aS,9bS)-6-hydroxy-3,6,6a,9-tetramethyl-3a,4,5,7,8,9b-hexahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CCC(C3(CCC(=C3C2OC1=O)C)C)(C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@]([C@]3(CCC(=C3[C@H]2OC1=O)C)C)(C)O
• InChI: InChI=1S/C16H24O3/c1-9-5-7-15(3)12(9)13-11(6-8-16(15,4)18)10(2)14(17)19-13/h10-11,13,18H,5-8H2,1-4H3/t10-,11-,13-,15-,16-/m0/s1
• InChI Key: KPANTTZNWNQAGE-PVOYIKSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.83
• 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	+	0.8365	83.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6750	67.50%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8854	88.54%
P-glycoprotein inhibitior	-	0.8730	87.30%
P-glycoprotein substrate	-	0.8958	89.58%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8639	86.39%
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	-	0.9013	90.13%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5381	53.81%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.7891	78.91%
Skin irritation	+	0.6053	60.53%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5857	58.57%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7658	76.58%
skin sensitisation	-	0.7146	71.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7222	72.22%
Acute Oral Toxicity (c)	III	0.4494	44.94%
Estrogen receptor binding	+	0.5329	53.29%
Androgen receptor binding	+	0.6486	64.86%
Thyroid receptor binding	+	0.6678	66.78%
Glucocorticoid receptor binding	-	0.6014	60.14%
Aromatase binding	-	0.7315	73.15%
PPAR gamma	-	0.7446	74.46%
Honey bee toxicity	-	0.8678	86.78%
Biodegradation	-	0.5750	57.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.04%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.84%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.20%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.88%	91.49%
CHEMBL1871	P10275	Androgen Receptor	83.25%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.12%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.03%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.87%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.59%	89.00%

Plants that contains it

• Cichorium pumilum

Cross-Links

• PubChem: 163069016
• LOTUS: LTS0261021
• wikiData: Q105144081