(2R,4R,5'S)-7-methoxy-6,6',6',8,8-pentamethyl-4-propan-2-ylspiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-5-one

Details

• Internal ID: cf8385fd-e3f4-4f24-89ba-2473cd4ae55f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,4R,5'S)-7-methoxy-6,6',6',8,8-pentamethyl-4-propan-2-ylspiro[3,4-dihydrochromene-2,2'-bicyclo[3.1.1]heptane]-5-one
• SMILES (Canonical): CC1=C(C(C2=C(C1=O)C(CC3(O2)CCC4CC3C4(C)C)C(C)C)(C)C)OC
• SMILES (Isomeric): CC1=C(C(C2=C(C1=O)[C@H](C[C@]3(O2)CC[C@H]4CC3C4(C)C)C(C)C)(C)C)OC
• InChI: InChI=1S/C24H36O3/c1-13(2)16-12-24(10-9-15-11-17(24)22(15,4)5)27-21-18(16)19(25)14(3)20(26-8)23(21,6)7/h13,15-17H,9-12H2,1-8H3/t15-,16+,17?,24+/m0/s1
• InChI Key: VKVODVHJICFEHK-SWFYUNQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₃
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.26644501 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7338	73.38%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7622	76.22%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5719	57.19%
P-glycoprotein inhibitior	-	0.5193	51.93%
P-glycoprotein substrate	-	0.6929	69.29%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8192	81.92%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8134	81.34%
CYP2C19 inhibition	-	0.6251	62.51%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.6289	62.89%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	-	0.8060	80.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.8110	81.10%
Skin irritation	-	0.6177	61.77%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3773	37.73%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.6238	62.38%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6656	66.56%
Acute Oral Toxicity (c)	III	0.6448	64.48%
Estrogen receptor binding	+	0.8515	85.15%
Androgen receptor binding	+	0.5963	59.63%
Thyroid receptor binding	+	0.7373	73.73%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	+	0.7083	70.83%
PPAR gamma	+	0.7860	78.60%
Honey bee toxicity	-	0.6869	68.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9273	92.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.16%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	95.24%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.80%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.96%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.66%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	92.15%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.24%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.94%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.85%	91.03%
CHEMBL1871	P10275	Androgen Receptor	88.67%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.40%	91.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.28%	94.66%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.63%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.47%	85.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.74%	97.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.97%	93.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.18%	92.88%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.15%	91.24%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.86%	99.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.76%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.45%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.63%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	81.27%	95.38%

Plants that contains it

• Baeckea frutescens

Cross-Links

• PubChem: 163067612
• LOTUS: LTS0217507
• wikiData: Q105288120