3-Hydroxycyptotanshinone

Details

• Internal ID: 313af4aa-090f-4383-8bbb-f4883fff56a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 7-hydroxy-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione
• InChI: InChI=1S/C19H20O4/c1-9-8-23-18-11-4-6-12-10(5-7-13(20)19(12,2)3)15(11)17(22)16(21)14(9)18/h4,6,9,13,20H,5,7-8H2,1-3H3
• InChI Key: XOUFSOCKCOJUNS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7187	71.87%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8137	81.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5782	57.82%
BSEP inhibitior	+	0.5981	59.81%
P-glycoprotein inhibitior	-	0.7753	77.53%
P-glycoprotein substrate	+	0.5059	50.59%
CYP3A4 substrate	+	0.6475	64.75%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.8162	81.62%
CYP3A4 inhibition	-	0.6622	66.22%
CYP2C9 inhibition	+	0.5807	58.07%
CYP2C19 inhibition	-	0.7247	72.47%
CYP2D6 inhibition	-	0.8257	82.57%
CYP1A2 inhibition	+	0.6244	62.44%
CYP2C8 inhibition	-	0.7931	79.31%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7297	72.97%
Skin irritation	-	0.6041	60.41%
Skin corrosion	-	0.9086	90.86%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5450	54.50%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8514	85.14%
Acute Oral Toxicity (c)	III	0.5508	55.08%
Estrogen receptor binding	+	0.8734	87.34%
Androgen receptor binding	+	0.6395	63.95%
Thyroid receptor binding	-	0.5366	53.66%
Glucocorticoid receptor binding	+	0.6877	68.77%
Aromatase binding	-	0.5860	58.60%
PPAR gamma	+	0.8675	86.75%
Honey bee toxicity	-	0.9272	92.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	97.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.45%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.18%	85.94%
CHEMBL1951	P21397	Monoamine oxidase A	93.14%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.11%	99.23%
CHEMBL1871	P10275	Androgen Receptor	86.51%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.04%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.96%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.32%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.13%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.99%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.33%	86.33%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 101493015
• NPASS: NPC184728