3-Geranyl-1-(3-methylbutanoyl)phloroglucinol

Details

• Internal ID: 74b6f2c4-3c7e-45fb-a3b2-48c565305e99
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 1-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5-trihydroxycyclohex-2-en-1-yl]-3-methylbutan-1-one
• SMILES (Canonical): CC(C)CC(=O)C1(CC(CC(=C1)O)(CC=C(C)CCC=C(C)C)O)O
• SMILES (Isomeric): CC(C)CC(=O)C1(CC(CC(=C1)O)(C/C=C(\C)/CCC=C(C)C)O)O
• InChI: InChI=1S/C21H34O4/c1-15(2)7-6-8-17(5)9-10-20(24)12-18(22)13-21(25,14-20)19(23)11-16(3)4/h7,9,13,16,22,24-25H,6,8,10-12,14H2,1-5H3/b17-9+
• InChI Key: IIPOAQMCGSERAZ-RQZCQDPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₄
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.24570956 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	-	0.5212	52.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7632	76.32%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6314	63.14%
BSEP inhibitior	+	0.5708	57.08%
P-glycoprotein inhibitior	-	0.8738	87.38%
P-glycoprotein substrate	-	0.6545	65.45%
CYP3A4 substrate	+	0.5535	55.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.7847	78.47%
CYP2C9 inhibition	-	0.7037	70.37%
CYP2C19 inhibition	-	0.6860	68.60%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	-	0.8731	87.31%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6737	67.37%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.7629	76.29%
Skin irritation	+	0.5054	50.54%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4840	48.40%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.4946	49.46%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5348	53.48%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.7548	75.48%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	+	0.7185	71.85%
Glucocorticoid receptor binding	+	0.7015	70.15%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.7422	74.22%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9514	95.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.59%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.43%	85.30%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.44%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.27%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.17%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	81.64%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.60%	96.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.72%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.61%	93.56%

Plants that contains it

• Hypericum jovis
• Hypericum roeperianum
• Hypericum styphelioides

Cross-Links

• PubChem: 129737718
• LOTUS: LTS0016842
• wikiData: Q105113684