Galaxolide

Details

• Internal ID: c50bc0f1-78a5-4982-8dec-29e0daf14d43
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 4,6,6,7,8,8-hexamethyl-1,3,4,7-tetrahydrocyclopenta[g]isochromene
• SMILES (Canonical): CC1COCC2=CC3=C(C=C12)C(C(C3(C)C)C)(C)C
• SMILES (Isomeric): CC1COCC2=CC3=C(C=C12)C(C(C3(C)C)C)(C)C
• InChI: InChI=1S/C18H26O/c1-11-9-19-10-13-7-15-16(8-14(11)13)18(5,6)12(2)17(15,3)4/h7-8,11-12H,9-10H2,1-6H3
• InChI Key: ONKNPOPIGWHAQC-UHFFFAOYSA-N
• Popularity: 372 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O
• Molecular Weight: 258.40 g/mol
• Exact Mass: 258.198365449 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 1222-05-5
• Abbalide
• Galoxolide
• 4,6,6,7,8,8-Hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene
• Pearlide
• HHCB
• Galaxolide White
• hexamethylindanopyran
• Hexahydrohexamethyl cyclopentabenzopyran
• Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-
• 4,6,6,7,8,8-hexamethyl-1,3,4,7-tetrahydrocyclopenta[g]isochromene
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta-gamma-2-benzopyran
• EINECS 214-946-9
• CCRIS 8402
• CHEBI:83784
• HSDB 7514
• UNII-14170060AT
• Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-gamma-2-benzopyran
• 14170060AT
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylindeno(5,6-c)pyran
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta(g)-2-benzopyran
• Cyclopenta(g)-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-
• EC 214-946-9
• 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylindeno[5,6-c]pyran
• MFCD00072199
• Galaxolide 1
• galaxolide 50
• Galaxolide 1+2
• GALAXOLIDE [HSDB]
• HHCB [MI]
• SCHEMBL115118
• CHEMBL1883305
• DTXSID8027373
• HHCB 10 microg/mL in Isooctane
• HEXAMETHYLINDANOPYRAN [INCI]
• AKOS016010343
• s12385
• NCGC00164416-01
• NCGC00164416-02
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran (ca. 50% in Diethyl Phthalate)
• LS-57737
• CS-0152668
• FT-0623819
• G0415
• A891175
• CC1(C)C2=CC3=C(COCC3C)C=C2C(C)(C)C1C
• Q2268349
• 4,6,6,7,8,8-Hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene #
• 4,6,6,7,8,8-hexamethyl-1H,3H,4H,6H,7H,8H-indeno[5,6-c]pyran
• 6-oxa-1,1,2,3,3,8-hexamethyl-2,3,5,6,7,8-hexahydro-1H-benz[f]-indene
• 1, 3, 4, 6, 7, 8- hexahydro- 4, 6, 6, 7, 8, 8- hexamethylindeno[5, 6- c]pyran
• 1,3,4,6,7,8 - hexahydro - 4,6,6,7,8,8 - hexamethylindeno(5,6 - c)pyran
• 1,3,4,6,7,8-HEXAHYDRO-4,6,6,7,8,8- HEXAMETHYL CYCLOPENTA-.GAMMA.-2-BENZOPYRAN
• 1,3,4,6,7,8-HEXAHYDRO-4,6,6,7,8,8-HEXAMETHYL CYCLOPENTA-[G]-2-BENZOPYRAN
• 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta[G]-2-benzopyran
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta[g]-2-benzopyran (HHCB)
• 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-gamma-2-benzopyran
• Ciclopenta[g]-2-benzopiran, 1,3,4,6,7,8-hexahidro-4,6,6,7,8,8-hexametil-
• CYCLOPENTA[G]-2-BENZOPYRAN,1,3,4,6,7,8-HEXAHYDRO- 4,6,6,7,8,8-HEXAMETHYL-
• galaxolide;4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene
• HHCB (1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta[g]-2-benzopyran)
• 4,6,6,7,8,8-Hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, ca. 48-52% in diethyl phthalate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.8903	89.03%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6240	62.40%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7974	79.74%
P-glycoprotein inhibitior	-	0.8728	87.28%
P-glycoprotein substrate	-	0.7315	73.15%
CYP3A4 substrate	+	0.5099	50.99%
CYP2C9 substrate	-	0.5878	58.78%
CYP2D6 substrate	-	0.6952	69.52%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.6536	65.36%
CYP2C19 inhibition	+	0.6473	64.73%
CYP2D6 inhibition	-	0.8181	81.81%
CYP1A2 inhibition	-	0.5224	52.24%
CYP2C8 inhibition	-	0.8819	88.19%
CYP inhibitory promiscuity	-	0.5510	55.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5335	53.35%
Eye corrosion	-	0.9430	94.30%
Eye irritation	+	0.6016	60.16%
Skin irritation	-	0.7797	77.97%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6564	65.64%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5370	53.70%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.7209	72.09%
Androgen receptor binding	-	0.6544	65.44%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	-	0.4917	49.17%
Aromatase binding	+	0.6007	60.07%
PPAR gamma	+	0.5886	58.86%
Honey bee toxicity	-	0.8488	84.88%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9493	94.93%

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	96.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.03%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.05%	93.40%
CHEMBL2039	P27338	Monoamine oxidase B	85.68%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.37%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.94%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.90%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.57%	86.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.32%	85.30%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.13%	100.00%

Plants that contains it

• Atractylodes lancea
• Atractylodes macrocephala

Cross-Links

• PubChem: 91497
• NPASS: NPC245927