3alpha-Hydroxymethylenetanshinquinone

Details

• Internal ID: 0deb93ef-2bd5-4e07-8606-1629af24a52e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: (7R)-7-hydroxy-1-methyl-6-methylidene-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione
• SMILES (Canonical): CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCC(C4=C)O
• SMILES (Isomeric): CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CC[C@H](C4=C)O
• InChI: InChI=1S/C18H14O4/c1-8-7-22-18-12-4-3-10-9(2)13(19)6-5-11(10)15(12)17(21)16(20)14(8)18/h3-4,7,13,19H,2,5-6H2,1H3/t13-/m1/s1
• InChI Key: RUJKJFRMCYQMLH-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₄
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.08920892 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 3alpha-Hydroxymethylenetanshinquinone
• 891854-88-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.6024	60.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7950	79.50%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5524	55.24%
P-glycoprotein inhibitior	-	0.8127	81.27%
P-glycoprotein substrate	-	0.8533	85.33%
CYP3A4 substrate	+	0.5899	58.99%
CYP2C9 substrate	-	0.7993	79.93%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.6243	62.43%
CYP2C19 inhibition	-	0.6967	69.67%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	+	0.7436	74.36%
CYP2C8 inhibition	-	0.7291	72.91%
CYP inhibitory promiscuity	-	0.7164	71.64%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4764	47.64%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.8002	80.02%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6101	61.01%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.6378	63.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6362	63.62%
Acute Oral Toxicity (c)	III	0.3553	35.53%
Estrogen receptor binding	+	0.6472	64.72%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	-	0.6131	61.31%
Glucocorticoid receptor binding	+	0.7597	75.97%
Aromatase binding	+	0.5472	54.72%
PPAR gamma	+	0.8707	87.07%
Honey bee toxicity	-	0.8612	86.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.82%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.75%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.38%	90.71%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.44%	85.94%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 92288941
• NPASS: NPC145752