CARTHAMUS YELLOW

Synonyms:	CI NATURAL YELLOW 5, SAFFLOWER YELLOW
CAS number:	I. 78281-02-4 (Safflomin A); II. 120478-62-8 (Safflomin B)
Functional Class:	Food Additives COLOUR

From apps.who.int

Evaluation year:	1985
ADI:	NO ADI ALLOCATED
Meeting:	49
Specs Code:	R (1997)
Report:	TRS 733-JECFA 29/32
Tox Monograph:	FAS 12-JECFA 21/64 (1977)
Specification:	COMPENDIUM ADDENDUM 10/FNP 52 Add.10/34 (METALS LIMITS) (2002); FAO JECFA Monographs 1 vol.1/355

2D Structure
CID	6443665
IUPAC Name	(6E)-2,5-dihydroxy-6-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-2,4-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
InChI	InChI=1S/C27H32O16/c28-7-12-16(32)19(35)21(37)23(42-12)15-18(34)14(11(31)6-3-9-1-4-10(30)5-2-9)24(39)27(41,25(15)40)26-22(38)20(36)17(33)13(8-29)43-26/h1-6,12-13,16-17,19-23,26,28-38,41H,7-8H2/b6-3+,14-11+/t12-,13-,16-,17-,19+,20+,21-,22-,23+,26-,27?/m1/s1
InChI Key	IAVUBSCVWHLRGE-UXEKTNMQSA-N
Canonical SMILES	C1=CC(=CC=C1C=CC(=C2C(=C(C(=O)C(C2=O)(C3C(C(C(C(O3)CO)O)O)O)O)C4C(C(C(C(O4)CO)O)O)O)O)O)O
Molecular Formula	C27H32O16

From Pubchem

Property Name	Property Value
Molecular Weight	612.537
Hydrogen Bond Donor Count	12
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	6
Complexity	1160.0
CACTVS Substructure Key Fingerprint	A A A D c f B 4 P g A A A A A A A A A A A A A A A A A A A A A A A A A 0 S I E A A A A A A A A B A A A A G g A A C A A A D F S g m A I w B o A A B g C I A q B S A A I C A A A g I A A I i A F G C M g J N j a K M R K C c A A l 4 B E L u Q f K 7 P z O I A A A A A A A A A B A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area	295.0
Monoisotopic Mass	612.169
Exact Mass	612.169
XLogP3	None
XLogP3-AA	-3.5
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	43
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB-	0.6000
Human Intestinal Absorption	HIA+	0.7800
Caco-2 Permeability	Caco2-	0.7768
P-glycoprotein Substrate	Substrate	0.7242
P-glycoprotein Inhibitor	Non-inhibitor	0.7517
P-glycoprotein Inhibitor	Non-inhibitor	0.8550
Renal Organic Cation Transporter	Non-inhibitor	0.8524
Distribution
Subcellular localization	Mitochondria	0.6948
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8472
CYP450 2D6 Substrate	Non-substrate	0.8705
CYP450 3A4 Substrate	Non-substrate	0.5456
CYP450 1A2 Inhibitor	Non-inhibitor	0.8862
CYP450 2C9 Inhibitor	Non-inhibitor	0.7578
CYP450 2D6 Inhibitor	Non-inhibitor	0.9309
CYP450 2C19 Inhibitor	Non-inhibitor	0.7948
CYP450 3A4 Inhibitor	Non-inhibitor	0.8977
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7590
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9486
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7727
AMES Toxicity	Non AMES toxic	0.6170
Carcinogens	Non-carcinogens	0.9255
Fish Toxicity	High FHMT	0.8929
Tetrahymena Pyriformis Toxicity	High TPT	0.9384
Honey Bee Toxicity	High HBT	0.6517
Biodegradation	Not ready biodegradable	0.9110
Acute Oral Toxicity	III	0.4998
Carcinogenicity (Three-class)	Non-required	0.6328

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.6011	LogS
Caco-2 Permeability	-0.3556	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.6362	LD50, mol/kg
Fish Toxicity	0.7927	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.4490	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organic oxygen compounds
Class	Organooxygen compounds
Subclass	Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes	Glycosyl compounds
Direct Parent	C-glycosyl compounds
Alternative Parents	Styrenes Organic oxides Polyols Acyloins Primary alcohols Hydrocarbon derivatives Enols Secondary alcohols Vinylogous acids 1-hydroxy-2-unsubstituted benzenoids M-benzoquinones Tertiary alcohols Cyclohexenones Monosaccharides Oxacyclic compounds Oxanes Dialkyl ethers
Molecular Framework	Aromatic heteromonocyclic compounds
Substituents	C-glycosyl compound - M-benzoquinone - Quinone - Styrene - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Cyclohexenone - Benzenoid - Monosaccharide - Oxane - Monocyclic benzene moiety - Acyloin - Vinylogous acid - Tertiary alcohol - Ketone - Cyclic ketone - Secondary alcohol - Oxacycle - Dialkyl ether - Enol - Ether - Organoheterocyclic compound - Polyol - Alcohol - Hydrocarbon derivative - Organic oxide - Primary alcohol - Carbonyl group - Aromatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.