6,7-Dihydroxy-4-(hydroxymethyl)-7-methyl-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-1-one

Details

• Internal ID: 942b11b6-9d2f-42ca-9886-f08384b01274
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6,7-dihydroxy-4-(hydroxymethyl)-7-methyl-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1(C(CC2C1C(=O)OCC2CO)O)O
• SMILES (Isomeric): CC1(C(CC2C1C(=O)OCC2CO)O)O
• InChI: InChI=1S/C10H16O5/c1-10(14)7(12)2-6-5(3-11)4-15-9(13)8(6)10/h5-8,11-12,14H,2-4H2,1H3
• InChI Key: CCTSZLOYMHLMHP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₅
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7315	73.15%
Caco-2	-	0.7981	79.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6262	62.62%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9724	97.24%
P-glycoprotein inhibitior	-	0.9698	96.98%
P-glycoprotein substrate	-	0.7997	79.97%
CYP3A4 substrate	+	0.5152	51.52%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9628	96.28%
CYP2C9 inhibition	-	0.9540	95.40%
CYP2C19 inhibition	-	0.8951	89.51%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8412	84.12%
CYP2C8 inhibition	-	0.9593	95.93%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8757	87.57%
Skin irritation	-	0.7417	74.17%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	+	0.5785	57.85%
Human Ether-a-go-go-Related Gene inhibition	-	0.6704	67.04%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.5988	59.88%
Androgen receptor binding	+	0.5861	58.61%
Thyroid receptor binding	-	0.7460	74.60%
Glucocorticoid receptor binding	-	0.5510	55.10%
Aromatase binding	-	0.7839	78.39%
PPAR gamma	-	0.8034	80.34%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5919	59.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.13%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.65%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.44%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	86.95%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.21%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10560655
• LOTUS: LTS0184318
• wikiData: Q104953839