Halocynthiaxanthin

Details

• Internal ID: 2c7b23d5-147a-4254-bc6f-d5ffa15e4b54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C(=O)CC23C(CC(CC2(O3)C)O)(C)C)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(=O)C[C@]23[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C
• InChI: InChI=1S/C40H54O4/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)24-37(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36(43)27-40-38(8,9)25-34(42)26-39(40,10)44-40/h11-20,33-34,41-42H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t33-,34+,39-,40+/m1/s1
• InChI Key: CNOIXMULOQWVGR-ABUIXNMTSA-N
• Popularity: 8 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): 70.10 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 8.61
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• 81306-52-7
• Halocynthia Xanthin
• CHEMBL450953
• SCHEMBL4653134
• LMPR01070006
• Q63392367
• (3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	-	0.8169	81.69%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5928	59.28%
OATP2B1 inhibitior	+	0.5721	57.21%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9669	96.69%
P-glycoprotein inhibitior	+	0.7834	78.34%
P-glycoprotein substrate	-	0.5139	51.39%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.7162	71.62%
CYP2C9 inhibition	-	0.7921	79.21%
CYP2C19 inhibition	-	0.6290	62.90%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.8232	82.32%
CYP2C8 inhibition	+	0.5464	54.64%
CYP inhibitory promiscuity	-	0.8381	83.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8513	85.13%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.6206	62.06%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7197	71.97%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6998	69.98%
skin sensitisation	-	0.5767	57.67%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5680	56.80%
Acute Oral Toxicity (c)	III	0.3594	35.94%
Estrogen receptor binding	+	0.8320	83.20%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.7889	78.89%
Aromatase binding	+	0.6162	61.62%
PPAR gamma	+	0.7345	73.45%
Honey bee toxicity	-	0.7385	73.85%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	97.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.06%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	82.55%	92.97%
CHEMBL221	P23219	Cyclooxygenase-1	82.54%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	82.13%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.09%	96.95%

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: 11966451
• NPASS: NPC128828
• ChEMBL: CHEMBL450953
• LOTUS: LTS0243173
• wikiData: Q63392367