4-Hydroxy-1-[5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1-(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulene-3a-carbaldehyde

Details

• Internal ID: 15818b26-633c-4ced-b626-c8fa59f6e907
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 4-hydroxy-1-[5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1-(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulene-3a-carbaldehyde
• SMILES (Canonical): CC1CC2(C(C1(CCC(=CCO)CO)CO)CCC=C(C2O)C)C=O
• SMILES (Isomeric): CC1CC2(C(C1(CCC(=CCO)CO)CO)CCC=C(C2O)C)C=O
• InChI: InChI=1S/C20H32O5/c1-14-4-3-5-17-19(12-23,8-6-16(11-22)7-9-21)15(2)10-20(17,13-24)18(14)25/h4,7,13,15,17-18,21-23,25H,3,5-6,8-12H2,1-2H3
• InChI Key: YQPHYWMBRHNPLF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.5755	57.55%
Blood Brain Barrier	+	0.7077	70.77%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6281	62.81%
OATP2B1 inhibitior	-	0.8686	86.86%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5311	53.11%
BSEP inhibitior	-	0.4595	45.95%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.5267	52.67%
CYP3A4 substrate	+	0.6301	63.01%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7403	74.03%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.7664	76.64%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.8861	88.61%
CYP1A2 inhibition	-	0.7009	70.09%
CYP2C8 inhibition	-	0.5600	56.00%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6204	62.04%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9735	97.35%
Skin irritation	-	0.6586	65.86%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4330	43.30%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7358	73.58%
skin sensitisation	-	0.8095	80.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5686	56.86%
Acute Oral Toxicity (c)	III	0.5463	54.63%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.5740	57.40%
Thyroid receptor binding	+	0.7461	74.61%
Glucocorticoid receptor binding	+	0.7352	73.52%
Aromatase binding	+	0.6322	63.22%
PPAR gamma	+	0.5292	52.92%
Honey bee toxicity	-	0.8649	86.49%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	93.52%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.31%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.01%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.78%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.48%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.49%	90.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.27%	86.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.95%	90.24%

Plants that contains it

• Portulaca grandiflora

Cross-Links

• PubChem: 73816076
• LOTUS: LTS0124261
• wikiData: Q105352455