Hirsutanol C

Details

• Internal ID: 8f408ee6-946e-4f98-8a87-c5629a36abca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: (3R,3aR,3bR,6S)-3b,6-dihydroxy-3,3a,5,5-tetramethyl-4,6-dihydro-3H-cyclopenta[a]pentalen-2-one
• InChI: InChI=1S/C15H20O3/c1-8-11(16)6-9-5-10-12(17)13(2,3)7-15(10,18)14(8,9)4/h5-6,8,12,17-18H,7H2,1-4H3/t8-,12+,14+,15-/m0/s1
• InChI Key: XZUGRIKTANFBQL-MKSSDUHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL4128849

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7542	75.42%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5621	56.21%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8084	80.84%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.8360	83.60%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	0.7198	71.98%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.7851	78.51%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.7514	75.14%
CYP2C8 inhibition	-	0.9196	91.96%
CYP inhibitory promiscuity	-	0.7528	75.28%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4763	47.63%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.7783	77.83%
Skin irritation	+	0.5542	55.42%
Skin corrosion	-	0.8788	87.88%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7694	76.94%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6139	61.39%
skin sensitisation	-	0.5576	55.76%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6232	62.32%
Acute Oral Toxicity (c)	I	0.3239	32.39%
Estrogen receptor binding	-	0.6178	61.78%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	+	0.6793	67.93%
Glucocorticoid receptor binding	-	0.6490	64.90%
Aromatase binding	-	0.5356	53.56%
PPAR gamma	-	0.5613	56.13%
Honey bee toxicity	-	0.9169	91.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9092	90.92%

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	94.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.62%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.99%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.54%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10514702
• LOTUS: LTS0141601
• wikiData: Q105345182