Xantocillin

Details

• Internal ID: aa0dc392-4358-4d43-b132-b6d3bb9a0ca7
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 4-[(1Z,3Z)-4-(4-hydroxyphenyl)-2,3-diisocyanobuta-1,3-dienyl]phenol
• SMILES (Canonical): [C-]#[N+]C(=CC1=CC=C(C=C1)O)C(=CC2=CC=C(C=C2)O)[N+]#[C-]
• SMILES (Isomeric): [C-]#[N+]/C(=C\C1=CC=C(C=C1)O)/C(=C/C2=CC=C(C=C2)O)/[N+]#[C-]
• InChI: InChI=1S/C18H12N2O2/c1-19-17(11-13-3-7-15(21)8-4-13)18(20-2)12-14-5-9-16(22)10-6-14/h3-12,21-22H/b17-11-,18-12-
• InChI Key: YBMVKDUTYAGKEW-WHYMJUELSA-N
• Popularity: 65 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂N₂O₂
• Molecular Weight: 288.30 g/mol
• Exact Mass: 288.089877630 g/mol
• Topological Polar Surface Area (TPSA): 49.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Xanthocillin X
• Xanthocillin
• 580-74-5
• Ophthocillin
• Brevicid
• Brevicide
• Trianthil
• Xantyrid
• Brevicide-X
• Xanthocillin (x)
• ETHYLENE ISOCYANIDE, BIS(p-HYDROXYBENZYLIDENE)-
• UNII-EX637I77PC
• EINECS 234-271-3
• NSC-179485
• NSC-227183
• EX637I77PC
• Xanthocillinum
• 06Z55VZ40D
• Xantocilina
• Xantocillinum
• 11042-38-9
• Xantocillin [INN]
• Xantocilline
• 1,3-di-isonitrilo-1,3-butadien
• (1Z,3Z)-2,3-diisocyano-1,4-bis(4-hydroxyphenyl)buta-1,3-diene
• Xantocilina [INN-Spanish]
• Xantocilline [INN-French]
• Xantocillinum [INN-Latin]
• WLN: QR D1UYNU1&YNU1&U1R DQ
• Xantocillin [INN:BAN]
• BRN 3700094
• Phenol,4'-(2,3-diisocyano-1,3-butadiene-1,4-diyl)bis-
• UNII-06Z55VZ40D
• 1,4-Di-p-oxyphenyl-2,3-di-isonitrilo-1,3-butadien
• Brevicide, Xanthocillin X
• XANTHOCILLIN X [MI]
• XANTOCILLIN [WHO-DD]
• 4-13-00-02885 (Beilstein Handbook Reference)
• SCHEMBL3773785
• SCHEMBL4264133
• CHEMBL1977264
• DTXSID801018149
• NSC179485
• NSC227183
• 4-[(1Z,3Z)-4-(4-hydroxyphenyl)-2,3-diisocyanobuta-1,3-dienyl]phenol
• AKOS040742829
• BS-1175
• Antibiotic obtained from cultures of Penicillium notatum or the same substance produced by any other means
• HY-122404
• CS-0085072
• (1Z, 3Z)-2,3-diisocyano-1,4-bis(4-hydroxyphenyl)buta-1,3-diene
• 1,4-BIS(P-HYDROXYPHENYL)-2,3-DIISONITRILO-1,3-BUTADIENE
• 4,4'-((1Z,3Z)-2,3-Diisocyanobuta-1,3-diene-1,4-diyl)diphenol
• 4,4'-((1Z,3Z)-2,3-DIISOCYANO-1,3-BUTADIENE-1,4-DIYL)BISPHENOL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.6258	62.58%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5943	59.43%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7695	76.95%
P-glycoprotein inhibitior	-	0.8468	84.68%
P-glycoprotein substrate	-	0.9697	96.97%
CYP3A4 substrate	-	0.7101	71.01%
CYP2C9 substrate	-	0.8163	81.63%
CYP2D6 substrate	-	0.8061	80.61%
CYP3A4 inhibition	+	0.7930	79.30%
CYP2C9 inhibition	-	0.6726	67.26%
CYP2C19 inhibition	-	0.6646	66.46%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	+	0.8643	86.43%
CYP2C8 inhibition	-	0.6841	68.41%
CYP inhibitory promiscuity	+	0.7912	79.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5788	57.88%
Carcinogenicity (trinary)	Non-required	0.4467	44.67%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.8145	81.45%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5693	56.93%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5215	52.15%
skin sensitisation	+	0.5076	50.76%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5724	57.24%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	+	0.9448	94.48%
Androgen receptor binding	+	0.8627	86.27%
Thyroid receptor binding	+	0.7532	75.32%
Glucocorticoid receptor binding	+	0.7690	76.90%
Aromatase binding	+	0.8437	84.37%
PPAR gamma	+	0.8557	85.57%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9053	90.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	91.99%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.96%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	86.20%	91.49%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.12%	91.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.08%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.05%	94.62%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.65%	91.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5378293
• LOTUS: LTS0042471
• wikiData: Q8043134