9H-Xanthen-9-ol

Details

• Internal ID: ef708617-1744-479f-aa52-083a0c83d156
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 9H-xanthen-9-ol
• SMILES (Canonical): C1=CC=C2C(=C1)C(C3=CC=CC=C3O2)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(C3=CC=CC=C3O2)O
• InChI: InChI=1S/C13H10O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,13-14H
• InChI Key: JFRMYMMIJXLMBB-UHFFFAOYSA-N
• Popularity: 512 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₂
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.068079557 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 9H-Xanthen-9-ol
• Xanthydrol
• 90-46-0
• Xanthanol
• Xanthen-9-ol
• 9-Xanthydrol
• Xanthene, hydroxy-
• 9-Xanthenol
• NSC 4038
• CHEMBL5204890
• 7131M69IKF
• NSC-4038
• CCRIS 1640
• EINECS 201-996-1
• MFCD00005057
• BRN 0010395
• Xanthrol
• AI3-01536
• Xanthydrol, 98%
• Oprea1_119099
• 5-17-04-00502 (Beilstein Handbook Reference)
• SCHEMBL521775
• UNII-7131M69IKF
• xanthydrol ; 9-Hydroxyxanthene
• DTXSID8059009
• NSC4038
• JFRMYMMIJXLMBB-UHFFFAOYSA-N
• WLN: T C666 BO IHJ IQ
• AMY23624
• BDBM50599588
• AKOS000120607
• CS-W015654
• AS-35115
• CARBAMICACID2,3-DIBROMOPROPYLESTER
• FT-0621674
• X0055
• EN300-19235
• H-9000
• WLN: T C666 BO IVJ EG D1- AT6N DOTJ
• A843556
• Q4021716
• Xanthydrol, for the detection of urea, >=99.0% (HPLC)
• InChI=1/C13H10O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,13-14

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7986	79.86%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5555	55.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9885	98.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6850	68.50%
P-glycoprotein inhibitior	-	0.8719	87.19%
P-glycoprotein substrate	-	0.9903	99.03%
CYP3A4 substrate	-	0.6695	66.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3799	37.99%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.5152	51.52%
CYP2C19 inhibition	+	0.8821	88.21%
CYP2D6 inhibition	-	0.8572	85.72%
CYP1A2 inhibition	+	0.9806	98.06%
CYP2C8 inhibition	-	0.8585	85.85%
CYP inhibitory promiscuity	-	0.6123	61.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.5068	50.68%
Eye corrosion	-	0.9522	95.22%
Eye irritation	+	0.9540	95.40%
Skin irritation	+	0.7468	74.68%
Skin corrosion	-	0.9870	98.70%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6570	65.70%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5518	55.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5871	58.71%
Acute Oral Toxicity (c)	III	0.5553	55.53%
Estrogen receptor binding	+	0.6698	66.98%
Androgen receptor binding	-	0.7758	77.58%
Thyroid receptor binding	+	0.6594	65.94%
Glucocorticoid receptor binding	-	0.5488	54.88%
Aromatase binding	+	0.7474	74.74%
PPAR gamma	+	0.7535	75.35%
Honey bee toxicity	-	0.9131	91.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.6658	66.58%

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	93.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.13%	95.56%

Plants that contains it

• Xanthium spinosum
• Xanthium strumarium

Cross-Links

• PubChem: 72861
• LOTUS: LTS0010654
• wikiData: Q4021716