(1R,4aS,5R,7R,7aR)-1-ethoxy-5-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbaldehyde

Details

• Internal ID: 01a0d98f-2694-41b4-8213-cd3290b3a920
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1R,4aS,5R,7R,7aR)-1-ethoxy-5-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbaldehyde
• InChI: InChI=1S/C12H18O4/c1-3-15-12-10-7(2)4-9(14)11(10)8(5-13)6-16-12/h5-7,9-12,14H,3-4H2,1-2H3/t7-,9-,10-,11+,12-/m1/s1
• InChI Key: WQULNIFIWNOOTN-BVNKDQMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7017	70.17%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5520	55.20%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8295	82.95%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9090	90.90%
P-glycoprotein inhibitior	-	0.9136	91.36%
P-glycoprotein substrate	-	0.7716	77.16%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.7260	72.60%
CYP2C9 inhibition	-	0.8928	89.28%
CYP2C19 inhibition	-	0.6490	64.90%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.6581	65.81%
CYP2C8 inhibition	-	0.8607	86.07%
CYP inhibitory promiscuity	-	0.7648	76.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.6913	69.13%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6191	61.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4675	46.75%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5963	59.63%
skin sensitisation	-	0.6602	66.02%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7119	71.19%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	-	0.4881	48.81%
Androgen receptor binding	-	0.5226	52.26%
Thyroid receptor binding	+	0.5827	58.27%
Glucocorticoid receptor binding	-	0.7484	74.84%
Aromatase binding	-	0.7234	72.34%
PPAR gamma	-	0.7030	70.30%
Honey bee toxicity	-	0.8257	82.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.6948	69.48%

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	95.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.01%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.01%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.22%	98.95%

Plants that contains it

• Incarvillea delavayi

Cross-Links

• PubChem: 102480555
• LOTUS: LTS0016632
• wikiData: Q105311002