(1R,8aR,9R)-1,9-dihydroxy-5,7,7-trimethyl-1,4,6,8,8a,9-hexahydroazuleno[5,6-c]furan-3-one

Details

• Internal ID: 810a278f-10c7-432b-8dff-9ba899af6285
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,8aR,9R)-1,9-dihydroxy-5,7,7-trimethyl-1,4,6,8,8a,9-hexahydroazuleno[5,6-c]furan-3-one
• SMILES (Canonical): CC1=C2CC(CC2C(C3=C(C1)C(=O)OC3O)O)(C)C
• SMILES (Isomeric): CC1=C2CC(C[C@H]2[C@H](C3=C(C1)C(=O)O[C@H]3O)O)(C)C
• InChI: InChI=1S/C15H20O4/c1-7-4-8-11(14(18)19-13(8)17)12(16)10-6-15(2,3)5-9(7)10/h10,12,14,16,18H,4-6H2,1-3H3/t10-,12-,14-/m1/s1
• InChI Key: SEYJJRRZTHFAPX-MPKXVKKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.5570	55.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5754	57.54%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8092	80.92%
P-glycoprotein inhibitior	-	0.8720	87.20%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7941	79.41%
CYP2C9 inhibition	-	0.6255	62.55%
CYP2C19 inhibition	-	0.7245	72.45%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	+	0.5225	52.25%
CYP2C8 inhibition	-	0.8423	84.23%
CYP inhibitory promiscuity	-	0.7915	79.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8765	87.65%
Skin irritation	-	0.5927	59.27%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5872	58.72%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	-	0.7121	71.21%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3912	39.12%
Estrogen receptor binding	-	0.5611	56.11%
Androgen receptor binding	-	0.6170	61.70%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.6896	68.96%
Aromatase binding	-	0.7827	78.27%
PPAR gamma	-	0.4844	48.44%
Honey bee toxicity	-	0.8921	89.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.81%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.38%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.91%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162941720
• LOTUS: LTS0265554
• wikiData: Q105251610