(4S)-4,7,8-trihydroxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one

Details

• Internal ID: afaf6d4e-215b-4fe5-a621-273e991856e6
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: (4S)-4,7,8-trihydroxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one
• SMILES (Canonical): C1=CC=C(C=C1)C2=C3C4=C(C=C2)C(=O)OC(C4=CC(=C3O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C3C4=C(C=C2)C(=O)O[C@@H](C4=CC(=C3O)O)O
• InChI: InChI=1S/C18H12O5/c19-13-8-12-14-11(17(21)23-18(12)22)7-6-10(15(14)16(13)20)9-4-2-1-3-5-9/h1-8,18-20,22H/t18-/m0/s1
• InChI Key: XVQFQCUBHASROK-SFHVURJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₅
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9309	93.09%
Caco-2	-	0.7760	77.60%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7450	74.50%
P-glycoprotein inhibitior	-	0.7269	72.69%
P-glycoprotein substrate	-	0.8927	89.27%
CYP3A4 substrate	-	0.5432	54.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	+	0.6934	69.34%
CYP2C19 inhibition	-	0.8682	86.82%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	+	0.5463	54.63%
CYP2C8 inhibition	+	0.4744	47.44%
CYP inhibitory promiscuity	-	0.7880	78.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.8165	81.65%
Skin irritation	+	0.5907	59.07%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8765	87.65%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8383	83.83%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7473	74.73%
Acute Oral Toxicity (c)	II	0.7135	71.35%
Estrogen receptor binding	+	0.7153	71.53%
Androgen receptor binding	+	0.8190	81.90%
Thyroid receptor binding	+	0.6246	62.46%
Glucocorticoid receptor binding	+	0.8149	81.49%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	+	0.8456	84.56%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9602	96.02%

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	99.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.89%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.74%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.47%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.65%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.32%	83.00%

Plants that contains it

• Xiphidium caeruleum

Cross-Links

• PubChem: 163031197
• LOTUS: LTS0090693
• wikiData: Q105343086