Harzianol acid

Details

• Internal ID: f44ecf71-1c55-4887-a606-e75bf493d4c1
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (8S)-8-hydroxy-3,5,7-trimethyl-8-[(2R)-5-oxooxolan-2-yl]oct-2-enoic acid
• SMILES (Canonical): CC(CC(C)C(C1CCC(=O)O1)O)CC(=CC(=O)O)C
• SMILES (Isomeric): CC(CC(C)[C@@H]([C@H]1CCC(=O)O1)O)CC(=CC(=O)O)C
• InChI: InChI=1S/C15H24O5/c1-9(6-10(2)8-13(16)17)7-11(3)15(19)12-4-5-14(18)20-12/h8-9,11-12,15,19H,4-7H2,1-3H3,(H,16,17)/t9?,11?,12-,15+/m1/s1
• InChI Key: XHLCCIJDGCQISJ-XJFAFDKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8912	89.12%
Caco-2	+	0.5764	57.64%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7452	74.52%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8668	86.68%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7688	76.88%
P-glycoprotein inhibitior	-	0.8879	88.79%
P-glycoprotein substrate	-	0.7164	71.64%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7952	79.52%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.7267	72.67%
CYP2D6 inhibition	-	0.8961	89.61%
CYP1A2 inhibition	-	0.7090	70.90%
CYP2C8 inhibition	-	0.9038	90.38%
CYP inhibitory promiscuity	-	0.9079	90.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9271	92.71%
Carcinogenicity (trinary)	Non-required	0.5935	59.35%
Eye corrosion	-	0.9596	95.96%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5684	56.84%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6556	65.56%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4639	46.39%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	-	0.4815	48.15%
Androgen receptor binding	-	0.5286	52.86%
Thyroid receptor binding	-	0.6235	62.35%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	-	0.5919	59.19%
PPAR gamma	-	0.6795	67.95%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8530	85.30%

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	95.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.48%	96.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.79%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.03%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.86%	83.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682481
• LOTUS: LTS0139917
• wikiData: Q105328167