[(6R,6aS,8S,10aS)-4-acetyloxy-1-formyl-8,10a-dimethyl-7-methylidene-3-propan-2-yl-6a,8,9,10-tetrahydro-6H-benzo[c]chromen-6-yl] acetate

Details

• Internal ID: c5efecaa-6669-4e49-baf9-48c035b1b13b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: [(6R,6aS,8S,10aS)-4-acetyloxy-1-formyl-8,10a-dimethyl-7-methylidene-3-propan-2-yl-6a,8,9,10-tetrahydro-6H-benzo[c]chromen-6-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C1=C)C(OC3=C2C(=CC(=C3OC(=O)C)C(C)C)C=O)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CC[C@]2([C@H](C1=C)[C@H](OC3=C2C(=CC(=C3OC(=O)C)C(C)C)C=O)OC(=O)C)C
• InChI: InChI=1S/C24H30O6/c1-12(2)18-10-17(11-25)20-22(21(18)28-15(5)26)30-23(29-16(6)27)19-14(4)13(3)8-9-24(19,20)7/h10-13,19,23H,4,8-9H2,1-3,5-7H3/t13-,19+,23-,24-/m0/s1
• InChI Key: DKEKEHHJXNEYND-HYPADFPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₆
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.20423867 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.6002	60.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6780	67.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.8831	88.31%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7216	72.16%
P-glycoprotein inhibitior	+	0.7159	71.59%
P-glycoprotein substrate	-	0.6100	61.00%
CYP3A4 substrate	+	0.6942	69.42%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	+	0.6057	60.57%
CYP2C9 inhibition	-	0.5345	53.45%
CYP2C19 inhibition	+	0.7127	71.27%
CYP2D6 inhibition	-	0.7926	79.26%
CYP1A2 inhibition	+	0.8015	80.15%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5357	53.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8255	82.55%
Skin irritation	-	0.6826	68.26%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5059	50.59%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6511	65.11%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.6455	64.55%
Estrogen receptor binding	+	0.6956	69.56%
Androgen receptor binding	+	0.6464	64.64%
Thyroid receptor binding	+	0.6090	60.90%
Glucocorticoid receptor binding	+	0.8046	80.46%
Aromatase binding	-	0.6076	60.76%
PPAR gamma	+	0.7779	77.79%
Honey bee toxicity	-	0.6212	62.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.12%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	93.09%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.68%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.64%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.00%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.65%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.64%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.94%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.15%	94.80%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.06%	99.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.75%	91.07%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.60%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.30%	91.65%
CHEMBL1937	Q92769	Histone deacetylase 2	80.97%	94.75%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.43%	92.95%

Plants that contains it

• Plectranthus barbatus
• Salvia columbariae
• Salvia officinalis

Cross-Links

• PubChem: 163088783
• LOTUS: LTS0018862
• wikiData: Q105375221