Lachnanthofluorene

Details

• Internal ID: 12c79518-17fd-4fa6-9947-26e019149ffa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes > Benzoxanthenes
• IUPAC Name: 10,14-dihydroxy-8-oxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2,4,6,9,11,13,16(20),17-nonaen-15-one
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C4C5=C(C=C3)C(=O)C(=CC5=CC(=C4O2)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C4C5=C(C=C3)C(=O)C(=CC5=CC(=C4O2)O)O
• InChI: InChI=1S/C19H10O4/c20-13-7-9-8-14(21)19-17-11(5-6-12(16(9)17)18(13)22)10-3-1-2-4-15(10)23-19/h1-8,20-21H
• InChI Key: WEQGUVNFNHXVGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₀O₄
• Molecular Weight: 302.30 g/mol
• Exact Mass: 302.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• DTXSID801338343
• 53766-48-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9725	97.25%
Caco-2	-	0.5662	56.62%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7685	76.85%
OATP2B1 inhibitior	-	0.6805	68.05%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7245	72.45%
P-glycoprotein inhibitior	-	0.8119	81.19%
P-glycoprotein substrate	-	0.9071	90.71%
CYP3A4 substrate	-	0.5192	51.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7809	78.09%
CYP3A4 inhibition	-	0.7608	76.08%
CYP2C9 inhibition	+	0.8742	87.42%
CYP2C19 inhibition	+	0.5646	56.46%
CYP2D6 inhibition	-	0.8548	85.48%
CYP1A2 inhibition	+	0.9445	94.45%
CYP2C8 inhibition	-	0.5692	56.92%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5837	58.37%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.8479	84.79%
Skin irritation	+	0.7295	72.95%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	+	0.7471	74.71%
Human Ether-a-go-go-Related Gene inhibition	-	0.8328	83.28%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6972	69.72%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5683	56.83%
Acute Oral Toxicity (c)	III	0.5624	56.24%
Estrogen receptor binding	+	0.8596	85.96%
Androgen receptor binding	+	0.8486	84.86%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.9125	91.25%
Aromatase binding	+	0.8105	81.05%
PPAR gamma	+	0.9532	95.32%
Honey bee toxicity	-	0.8870	88.70%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9069	90.69%

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	99.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.10%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.71%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.78%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.52%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.56%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.87%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.80%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.60%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.16%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.66%	96.67%

Plants that contains it

• Wachendorfia thyrsiflora
• Xiphidium caeruleum

Cross-Links

• PubChem: 21592295
• LOTUS: LTS0190258
• wikiData: Q105303297