(3S,4R)-3-methyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-4,7-diol

Details

• Internal ID: 616615bf-0648-4db7-9dad-48efb320377f
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: (3S,4R)-3-methyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-4,7-diol
• SMILES (Canonical): CC1C(C2=C3C(=CC(=C2)O)C=CC=C3O1)O
• SMILES (Isomeric): C[C@H]1[C@@H](C2=C3C(=CC(=C2)O)C=CC=C3O1)O
• InChI: InChI=1S/C13H12O3/c1-7-13(15)10-6-9(14)5-8-3-2-4-11(16-7)12(8)10/h2-7,13-15H,1H3/t7-,13-/m0/s1
• InChI Key: DIRVTUGDNPEIFW-CPFSXVBKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	-	0.5305	53.05%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6790	67.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9777	97.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9535	95.35%
P-glycoprotein inhibitior	-	0.9600	96.00%
P-glycoprotein substrate	-	0.8742	87.42%
CYP3A4 substrate	-	0.5472	54.72%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	+	0.4348	43.48%
CYP3A4 inhibition	-	0.8942	89.42%
CYP2C9 inhibition	-	0.5643	56.43%
CYP2C19 inhibition	-	0.6560	65.60%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	+	0.8841	88.41%
CYP2C8 inhibition	+	0.4572	45.72%
CYP inhibitory promiscuity	+	0.5323	53.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4402	44.02%
Eye corrosion	-	0.9675	96.75%
Eye irritation	+	0.7176	71.76%
Skin irritation	+	0.6063	60.63%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5428	54.28%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7172	71.72%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.7826	78.26%
Estrogen receptor binding	-	0.5629	56.29%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	-	0.5362	53.62%
Glucocorticoid receptor binding	-	0.5680	56.80%
Aromatase binding	-	0.6887	68.87%
PPAR gamma	-	0.5895	58.95%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.7968	79.68%

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	95.73%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.13%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.12%	85.14%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.35%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.22%	99.17%

Plants that contains it

• Xanthorrhoea australis

Cross-Links

• PubChem: 162884999
• LOTUS: LTS0166612
• wikiData: Q104981633