7-[[(1S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-6,8-dimethoxychromen-2-one

Details

• Internal ID: 3cbfc46d-ba2a-42af-a38d-5bc22a3ed489
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[[(1S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-6,8-dimethoxychromen-2-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1O)C)COC3=C(C=C4C=CC(=O)OC4=C3OC)OC)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CCC(=C)[C@@H]2COC3=C(C=C4C=CC(=O)OC4=C3OC)OC)(C)C)O
• InChI: InChI=1S/C26H34O6/c1-15-7-9-19-25(2,3)20(27)11-12-26(19,4)17(15)14-31-23-18(29-5)13-16-8-10-21(28)32-22(16)24(23)30-6/h8,10,13,17,19-20,27H,1,7,9,11-12,14H2,2-6H3/t17-,19-,20-,26+/m0/s1
• InChI Key: QISGCNZPAGFKFT-USVZDYLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₆
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.23553880 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.5658	56.58%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.8609	86.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.7250	72.50%
P-glycoprotein substrate	-	0.7202	72.02%
CYP3A4 substrate	+	0.6716	67.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8040	80.40%
CYP3A4 inhibition	-	0.5161	51.61%
CYP2C9 inhibition	+	0.6327	63.27%
CYP2C19 inhibition	+	0.8084	80.84%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	+	0.8751	87.51%
CYP2C8 inhibition	+	0.6531	65.31%
CYP inhibitory promiscuity	-	0.8322	83.22%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7998	79.98%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9372	93.72%
Acute Oral Toxicity (c)	III	0.4437	44.37%
Estrogen receptor binding	+	0.8105	81.05%
Androgen receptor binding	+	0.7737	77.37%
Thyroid receptor binding	+	0.6517	65.17%
Glucocorticoid receptor binding	+	0.8073	80.73%
Aromatase binding	+	0.7529	75.29%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9974	99.74%

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	98.23%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.09%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.82%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.20%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.63%	85.49%
CHEMBL1871	P10275	Androgen Receptor	85.80%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.41%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.12%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.52%	95.83%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.49%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.37%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.27%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.06%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	81.01%	83.82%
CHEMBL2535	P11166	Glucose transporter	80.48%	98.75%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 102328535
• LOTUS: LTS0077826
• wikiData: Q105221749