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

Details

• Internal ID: 5970cd36-7a6a-4cd9-be4b-67407679a17e
• 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-carboxylic acid
• SMILES (Canonical): CC1CC2(C(C1(CCC(=CCO)CO)CO)CCC=C(C2O)C)C(=O)O
• SMILES (Isomeric): CC1CC2(C(C1(CCC(=CCO)CO)CO)CCC=C(C2O)C)C(=O)O
• InChI: InChI=1S/C20H32O6/c1-13-4-3-5-16-19(12-23,8-6-15(11-22)7-9-21)14(2)10-20(16,17(13)24)18(25)26/h4,7,14,16-17,21-24H,3,5-6,8-12H2,1-2H3,(H,25,26)
• InChI Key: UUDSPMUGOPDOKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.21988874 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.5310	53.10%
Blood Brain Barrier	+	0.5969	59.69%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6300	63.00%
OATP2B1 inhibitior	-	0.8673	86.73%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5829	58.29%
BSEP inhibitior	-	0.5226	52.26%
P-glycoprotein inhibitior	-	0.8725	87.25%
P-glycoprotein substrate	-	0.5562	55.62%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.9564	95.64%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.8394	83.94%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.7147	71.47%
CYP2C8 inhibition	-	0.5748	57.48%
CYP inhibitory promiscuity	-	0.8985	89.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6667	66.67%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.6466	64.66%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5370	53.70%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7200	72.00%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.7467	74.67%
Androgen receptor binding	+	0.5687	56.87%
Thyroid receptor binding	+	0.6705	67.05%
Glucocorticoid receptor binding	+	0.7359	73.59%
Aromatase binding	+	0.6921	69.21%
PPAR gamma	+	0.5788	57.88%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	89.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.85%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.48%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.29%	90.17%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.29%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Portulaca grandiflora

Cross-Links

• PubChem: 73816077
• LOTUS: LTS0175587
• wikiData: Q105279257