1,6,6-Trimethyl-1,2,6,7,8,9-hexahydrophenanthro[1,2-b]furan-10,11-dione

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	30044a76-4517-4c56-9230-d0ff06e75b5b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
IUPAC Name	1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione
SMILES (Canonical)	CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C
SMILES (Isomeric)	CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C
InChI	InChI=1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3
InChI Key	GVKKJJOMQCNPGB-UHFFFAOYSA-N
Popularity	10 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₉H₂₀O₃
Molecular Weight	296.40 g/mol
Exact Mass	296.14124450 g/mol
Topological Polar Surface Area (TPSA)	43.40 Å²
XlogP	3.80
Atomic LogP (AlogP)	3.44
H-Bond Acceptor	3
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

Top

1,6,6-Trimethyl-1,2,6,7,8,9-hexahydrophenanthro[1,2-b]furan-10,11-dione

(-)-1,2,6,7,8,9,10,11-Octahydro-1,6,6-trimethylphenanthro[1,2-b]furan-10,11-dione

1,6,6-trimethyl-1H,2H,6H,7H,8H,9H,10H,11H-phenanthro[1,2-b]furan-10,11-dione

1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione

(-)-Cryptotanshinone

Cryptotanshinon;Tanshinone c

Cryototanshinone

MFCD07636810

NSC686518

4733-35-1

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8854	88.54%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8192	81.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5713	57.13%
P-glycoprotein inhibitior	-	0.7088	70.88%
P-glycoprotein substrate	-	0.6123	61.23%
CYP3A4 substrate	+	0.5978	59.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8568	85.68%
CYP2C9 inhibition	+	0.6620	66.20%
CYP2C19 inhibition	+	0.5621	56.21%
CYP2D6 inhibition	-	0.7686	76.86%
CYP1A2 inhibition	+	0.8259	82.59%
CYP2C8 inhibition	-	0.7859	78.59%
CYP inhibitory promiscuity	+	0.6029	60.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.6805	68.05%
Skin irritation	-	0.6596	65.96%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4931	49.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.6618	66.18%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8681	86.81%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.7797	77.97%
Androgen receptor binding	+	0.6790	67.90%
Thyroid receptor binding	-	0.4896	48.96%
Glucocorticoid receptor binding	+	0.6730	67.30%
Aromatase binding	-	0.6319	63.19%
PPAR gamma	+	0.8324	83.24%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	28183.8 nM 19952.6 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	544 nM	Ki	via Super-PRED
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	10000 nM 22387.2 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	12589.3 nM 100000 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293237	P54132	Bloom syndrome protein	39810.7 nM	Potency	via CMAUP
CHEMBL3180	O00748	Carboxylesterase 2	141 nM	Ki	via Super-PRED
CHEMBL3468	P55210	Caspase-7	25118.9 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	15848.9 nM 15848.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	25118.9 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	891.3 nM 3548.1 nM 3981.1 nM 7943.3 nM 3981.1 nM	Potency Potency Potency Potency Potency	via Super-PRED via CMAUP via CMAUP via CMAUP via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	17782.8 nM 14125.4 nM	Potency Potency	via CMAUP via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.98%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.95%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.16%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.19%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.84%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.91%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.95%	96.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.49%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.14%	94.80%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.