Lucidin

Details

• Internal ID: a4267fb7-2852-4c1c-85b7-db49c395eb02
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)CO)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)CO)O
• InChI: InChI=1S/C15H10O5/c16-6-10-11(17)5-9-12(15(10)20)14(19)8-4-2-1-3-7(8)13(9)18/h1-5,16-17,20H,6H2
• InChI Key: AMIDUPFSOUCLQB-UHFFFAOYSA-N
• Popularity: 131 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 478-08-0
• Henine
• 1,3-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
• Lucidin (quinone)
• 1,3-Dihydroxy-2-(hydroxymethyl)anthraquinone
• NSC 30546
• CCRIS 1642
• HSDB 7146
• BRN 1888954
• Lucidin (NSC 30546)
• 1,3-Dihydroxy-2-hydroxymethylanthraquinoline
• UNII-60Q5564O9D
• Anthraquinone, 1,3-dihydroxy-2-(hydroxymethyl)-
• NSC-30546
• 60Q5564O9D
• 9,10-Anthracenedione, 1,3-dihydroxy-2-(hydroxymethyl)-
• 4-08-00-03576 (Beilstein Handbook Reference)
• ANTHRAQUINONE, 1,3-DIHYDROXY-2-HYDROXYMETHYL-
• LUCIDIN [HSDB]
• SCHEMBL705681
• CHEBI:6554
• DTXSID10197278
• BCP31463
• NSC30546
• FD5009
• MFCD01664482
• AKOS027328039
• CS-1555
• 9, 1,3-dihydroxy-2-(hydroxymethyl)-
• BS-16831
• HY-15733
• LS-20675
• WLN: L C666 BV IVJ DQ E1Q FQ
• FT-0744982
• Anthraquinone,3-dihydroxy-2-(hydroxymethyl)-
• A914594
• 1,3-Dihydroxy-2-hydroxymethyl-9,10-anthracenedione
• 1,3-Dihydroxy-2-hydroxymethylanthracene-9,10-dione
• Q27107238
• DIHYDROXY-2-(HYDROXYMETHYL)ANTHRAQUINONE, 1,3-
• 1,3-dihydroxy-2-(hydroxymethyl)-9,10-dihydroanthracene-9,10-dione
• NSC 30546;Henine;1,3-Dihydroxy-2-(hydroxymethyl)anthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	-	0.6917	69.17%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7419	74.19%
OATP2B1 inhibitior	-	0.6977	69.77%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.8486	84.86%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8754	87.54%
P-glycoprotein inhibitior	-	0.9595	95.95%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.6138	61.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.8474	84.74%
CYP2C9 inhibition	-	0.6783	67.83%
CYP2C19 inhibition	-	0.6161	61.61%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	+	0.6838	68.38%
CYP2C8 inhibition	-	0.8610	86.10%
CYP inhibitory promiscuity	-	0.6516	65.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8485	84.85%
Carcinogenicity (trinary)	Non-required	0.7041	70.41%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.9352	93.52%
Skin irritation	-	0.5713	57.13%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	+	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8209	82.09%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.6969	69.69%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6577	65.77%
Acute Oral Toxicity (c)	III	0.5421	54.21%
Estrogen receptor binding	+	0.8368	83.68%
Androgen receptor binding	+	0.5431	54.31%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	+	0.8832	88.32%
Aromatase binding	+	0.7319	73.19%
PPAR gamma	+	0.8786	87.86%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	98.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.11%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.44%	99.15%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.76%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.64%	96.67%
CHEMBL2535	P11166	Glucose transporter	84.59%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	83.98%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	83.38%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.68%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.98%	86.33%

Plants that contains it

• Alangium platanifolium
• Coelospermum paniculatum
• Coprosma acerosa
• Coprosma lucida
• Croton penduliflorus
• Faramea occidentalis
• Galium album subsp. prusense
• Galium odoratum
• Galium rubioides
• Galium semiamictum
• Galium verum
• Gynochthodes umbellata
• Hymenodictyon orixense
• Knoxia roxburghii
• Lychnophora salicifolia
• Medicago sativa
• Morinda citrifolia
• Neolitsea konishii
• Populus tomentosa
• Prismatomeris tetrandra subsp. tetrandra
• Rubia argyi
• Rubia cordifolia
• Rubia tinctorum
• Rubia wallichiana
• Vepris louisii

Cross-Links

• PubChem: 10163
• NPASS: NPC1397
• LOTUS: LTS0208313
• wikiData: Q27107238