Mytiloxanthin

Details

• Internal ID: 3015cc71-0e1a-4dac-89b5-10f60cbdf5da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2Z,4E,6E,8E,10E,12E,14E,16E)-3-hydroxy-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16-octaen-18-yn-1-one
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C(=CC(=O)C2(CC(CC2(C)C)O)C)O)C)C
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1)O)(C)C)C#C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C(=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C)/O)/C)/C
• InChI: InChI=1S/C40H54O4/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36(43)24-37(44)40(10)27-34(42)26-39(40,8)9/h11-20,24,33-34,41-43H,23,25-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+,36-24-/t33-,34+,40+/m1/s1
• InChI Key: WSLGBPCJDUQFND-BBPSKTQQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄O₄
• Molecular Weight: 598.90 g/mol
• Exact Mass: 598.40221020 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 10.30
• Atomic LogP (AlogP): 9.14
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

• 50906-61-1
• (2Z,4E,6E,8E,10E,12E,14E,16E)-3-hydroxy-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16-octaen-18-yn-1-one
• SCHEMBL9587368
• CHEBI:186207
• DTXSID801098266
• LMPR01070010
• Q63395668
• (2Z,4E,6E,8E,10E,12E,14E,16E)-3-Hydroxy-19-[(4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethyl-2,4,6,8,10,12,14,16-nonadecaoctaen-18-yn-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.8176	81.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7332	73.32%
OATP2B1 inhibitior	+	0.5726	57.26%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9965	99.65%
P-glycoprotein inhibitior	+	0.7768	77.68%
P-glycoprotein substrate	-	0.5531	55.31%
CYP3A4 substrate	+	0.6702	67.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7906	79.06%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.7008	70.08%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.4465	44.65%
CYP inhibitory promiscuity	-	0.8865	88.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7541	75.41%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9069	90.69%
Skin irritation	+	0.5105	51.05%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7397	73.97%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5978	59.78%
skin sensitisation	+	0.5731	57.31%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5706	57.06%
Acute Oral Toxicity (c)	I	0.3780	37.80%
Estrogen receptor binding	+	0.8323	83.23%
Androgen receptor binding	+	0.7846	78.46%
Thyroid receptor binding	+	0.7161	71.61%
Glucocorticoid receptor binding	+	0.8174	81.74%
Aromatase binding	+	0.6216	62.16%
PPAR gamma	+	0.7396	73.96%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	96.62%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.40%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	88.46%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.28%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.05%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL1870	P28702	Retinoid X receptor beta	82.77%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.60%	97.47%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 11365423
• NPASS: NPC129226
• LOTUS: LTS0276164
• wikiData: Q63395668