3-Hydroxytanshinone IIB

Details

• Internal ID: 5143f169-8e73-4fee-a70c-3af373833bc2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: (6S)-7-hydroxy-6-(hydroxymethyl)-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione
• InChI: InChI=1S/C19H18O5/c1-9-7-24-18-11-3-5-12-10(4-6-13(21)19(12,2)8-20)15(11)17(23)16(22)14(9)18/h3,5,7,13,20-21H,4,6,8H2,1-2H3/t13?,19-/m1/s1
• InChI Key: PTDFDQOICMYXKP-GAGCMDECSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9576	95.76%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	+	0.6605	66.05%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7584	75.84%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	-	0.6551	65.51%
BSEP inhibitior	+	0.6045	60.45%
P-glycoprotein inhibitior	-	0.7483	74.83%
P-glycoprotein substrate	-	0.7390	73.90%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	0.6161	61.61%
CYP2D6 substrate	-	0.8101	81.01%
CYP3A4 inhibition	-	0.5574	55.74%
CYP2C9 inhibition	-	0.7835	78.35%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.7449	74.49%
CYP2C8 inhibition	-	0.6236	62.36%
CYP inhibitory promiscuity	-	0.8791	87.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.6699	66.99%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5240	52.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4255	42.55%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5244	52.44%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7639	76.39%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7768	77.68%
Androgen receptor binding	+	0.6366	63.66%
Thyroid receptor binding	+	0.5207	52.07%
Glucocorticoid receptor binding	+	0.7650	76.50%
Aromatase binding	+	0.7167	71.67%
PPAR gamma	+	0.9257	92.57%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	97.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.26%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.35%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.40%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.39%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	82.11%	95.70%
CHEMBL1871	P10275	Androgen Receptor	81.14%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.43%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.25%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 101493014
• NPASS: NPC87028