3a-hydroxy-3-(7-hydroxy-4-methylhept-3-enyl)-3,6-dimethyl-6,6a-dihydro-5H-cyclopenta[c]furan-1,4-dione

Details

• Internal ID: e747dd86-07c3-4462-a60c-2f33af28be2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3a-hydroxy-3-(7-hydroxy-4-methylhept-3-enyl)-3,6-dimethyl-6,6a-dihydro-5H-cyclopenta[c]furan-1,4-dione
• SMILES (Canonical): CC1CC(=O)C2(C1C(=O)OC2(C)CCC=C(C)CCCO)O
• SMILES (Isomeric): CC1CC(=O)C2(C1C(=O)OC2(C)CCC=C(C)CCCO)O
• InChI: InChI=1S/C17H26O5/c1-11(7-5-9-18)6-4-8-16(3)17(21)13(19)10-12(2)14(17)15(20)22-16/h6,12,14,18,21H,4-5,7-10H2,1-3H3
• InChI Key: HTENAHYQRMBCHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	+	0.5484	54.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5347	53.47%
BSEP inhibitior	-	0.6326	63.26%
P-glycoprotein inhibitior	-	0.8697	86.97%
P-glycoprotein substrate	-	0.5828	58.28%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8382	83.82%
CYP2C19 inhibition	-	0.8981	89.81%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.7545	75.45%
CYP2C8 inhibition	-	0.7095	70.95%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8895	88.95%
Skin irritation	+	0.6412	64.12%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7134	71.34%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5230	52.30%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5978	59.78%
Acute Oral Toxicity (c)	III	0.5012	50.12%
Estrogen receptor binding	+	0.6405	64.05%
Androgen receptor binding	+	0.6989	69.89%
Thyroid receptor binding	+	0.6162	61.62%
Glucocorticoid receptor binding	+	0.6923	69.23%
Aromatase binding	-	0.5275	52.75%
PPAR gamma	-	0.6549	65.49%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9426	94.26%

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	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.38%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.21%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.29%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.21%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.37%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.39%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162926556
• LOTUS: LTS0256067
• wikiData: Q105033398