(1,7,7-Trimethyl-2-bicyclo[2.2.1]heptanyl) 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate

Details

• Internal ID: 656c8746-744d-4b16-8db2-0f77e871ba0b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate
• SMILES (Canonical): CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC4CC5CCC4(C5(C)C)C)O
• SMILES (Isomeric): CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC4CC5CCC4(C5(C)C)C)O
• InChI: InChI=1S/C32H46O4/c1-8-9-10-11-20-17-24-27(22-16-19(2)12-13-23(22)31(5,6)36-24)28(33)26(20)29(34)35-25-18-21-14-15-32(25,7)30(21,3)4/h16-17,21-23,25,33H,8-15,18H2,1-7H3
• InChI Key: YEGSYHNTNPSTNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₄
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.33960994 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 8.11
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.4919	49.19%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7031	70.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7927	79.27%
OATP1B3 inhibitior	+	0.8384	83.84%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9504	95.04%
P-glycoprotein inhibitior	+	0.7633	76.33%
P-glycoprotein substrate	+	0.5433	54.33%
CYP3A4 substrate	+	0.7549	75.49%
CYP2C9 substrate	-	0.5881	58.81%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.6742	67.42%
CYP2C9 inhibition	-	0.5714	57.14%
CYP2C19 inhibition	+	0.6680	66.80%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	+	0.6245	62.45%
CYP2C8 inhibition	+	0.8998	89.98%
CYP inhibitory promiscuity	+	0.6106	61.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.7491	74.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4165	41.65%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.8011	80.11%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8127	81.27%
Acute Oral Toxicity (c)	III	0.3598	35.98%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.7371	73.71%
Thyroid receptor binding	+	0.6368	63.68%
Glucocorticoid receptor binding	+	0.8627	86.27%
Aromatase binding	+	0.8237	82.37%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7015	70.15%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.72%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.35%	95.17%
CHEMBL230	P35354	Cyclooxygenase-2	94.67%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	94.02%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.01%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.15%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.10%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.81%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.49%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.43%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.09%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.24%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.84%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.66%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.20%	96.95%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 74336893
• LOTUS: LTS0216511
• wikiData: Q105347227