Anhydroamarouciaxanthin B

Details

• Internal ID: d9fdb59c-170f-4a56-a5d6-ecf7fc7ffec1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4Z)-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyl-2-oxooctadeca-3,5,7,9,11,13,15-heptaen-17-ynylidene]-3,5,5-trimethylcyclohex-2-en-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(=O)C=C2C(=CC(=O)CC2(C)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/2\C(=CC(=O)CC2(C)C)C)/C)/C
• InChI: InChI=1S/C40H50O3/c1-28(17-13-18-30(3)21-22-36-32(5)23-34(41)26-39(36,7)8)15-11-12-16-29(2)19-14-20-31(4)38(43)25-37-33(6)24-35(42)27-40(37,9)10/h11-20,24-25,34,41H,23,26-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+,37-25+/t34-/m1/s1
• InChI Key: VLTTXUMXZICUTM-ZLWQBILCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₃
• Molecular Weight: 578.80 g/mol
• Exact Mass: 578.37599545 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 9.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEBI:176132
• 119286-10-1
• (4Z)-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyl-2-oxooctadeca-3,5,7,9,11,13,15-heptaen-17-ynylidene]-3,5,5-trimethylcyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.8146	81.46%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8427	84.27%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.8354	83.54%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9846	98.46%
P-glycoprotein inhibitior	+	0.8195	81.95%
P-glycoprotein substrate	+	0.5326	53.26%
CYP3A4 substrate	+	0.7001	70.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.7785	77.85%
CYP2C9 inhibition	-	0.7165	71.65%
CYP2C19 inhibition	+	0.5524	55.24%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.9420	94.20%
CYP2C8 inhibition	+	0.4495	44.95%
CYP inhibitory promiscuity	-	0.8200	82.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7141	71.41%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.6533	65.33%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8470	84.70%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7373	73.73%
skin sensitisation	+	0.7519	75.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5966	59.66%
Acute Oral Toxicity (c)	III	0.6330	63.30%
Estrogen receptor binding	+	0.8220	82.20%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	+	0.7111	71.11%
Glucocorticoid receptor binding	+	0.8346	83.46%
Aromatase binding	+	0.5368	53.68%
PPAR gamma	+	0.7687	76.87%
Honey bee toxicity	-	0.6661	66.61%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	97.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.06%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	91.00%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.60%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.72%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.45%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.86%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.70%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL3524	P56524	Histone deacetylase 4	81.80%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.82%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%

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
• Gastrolobium callistachys
• 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: 23428237
• NPASS: NPC86496
• LOTUS: LTS0045278
• wikiData: Q104989088