(6aS,12aS)-9,11-dimethoxy-6,6-dimethyl-8-(3-methylbut-2-enyl)-6a,7,12,12a-tetrahydronaphtho[2,3-c]chromen-3-ol

Details

• Internal ID: bb2fb514-341f-44b2-b9db-11794c401a72
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (6aS,12aS)-9,11-dimethoxy-6,6-dimethyl-8-(3-methylbut-2-enyl)-6a,7,12,12a-tetrahydronaphtho[2,3-c]chromen-3-ol
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1CC3C(C2)C4=C(C=C(C=C4)O)OC3(C)C)OC)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1C[C@H]3[C@H](C2)C4=C(C=C(C=C4)O)OC3(C)C)OC)OC)C
• InChI: InChI=1S/C26H32O4/c1-15(2)7-9-17-19-13-22-20(12-21(19)24(29-6)14-23(17)28-5)18-10-8-16(27)11-25(18)30-26(22,3)4/h7-8,10-11,14,20,22,27H,9,12-13H2,1-6H3/t20-,22+/m1/s1
• InChI Key: VDNFSSVVXBUKRX-IRLDBZIGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₄
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.23005950 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.8382	83.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7079	70.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8665	86.65%
P-glycoprotein inhibitior	+	0.8088	80.88%
P-glycoprotein substrate	+	0.5257	52.57%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	-	0.6082	60.82%
CYP2C9 inhibition	-	0.5051	50.51%
CYP2C19 inhibition	+	0.8179	81.79%
CYP2D6 inhibition	-	0.8210	82.10%
CYP1A2 inhibition	+	0.6722	67.22%
CYP2C8 inhibition	+	0.8647	86.47%
CYP inhibitory promiscuity	+	0.7306	73.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.7413	74.13%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8021	80.21%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7627	76.27%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7636	76.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6711	67.11%
Estrogen receptor binding	+	0.9433	94.33%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	+	0.8103	81.03%
Glucocorticoid receptor binding	+	0.8338	83.38%
Aromatase binding	+	0.5734	57.34%
PPAR gamma	+	0.7962	79.62%
Honey bee toxicity	-	0.7555	75.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.46%	86.33%
CHEMBL240	Q12809	HERG	90.66%	89.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.11%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.87%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.19%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.04%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.16%	89.62%
CHEMBL2535	P11166	Glucose transporter	86.81%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.37%	94.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.10%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.78%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.91%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.64%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.76%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.75%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.40%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.37%	82.38%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 101929070
• LOTUS: LTS0155455
• wikiData: Q105284267