(2R)-2-[(3R)-3-hydroxy-8-methyl-4-methylidenenon-7-enyl]-2,7-dimethylchromen-5-ol

Details

• Internal ID: a1b69627-f33b-439a-8005-e96fab3cf85c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2R)-2-[(3R)-3-hydroxy-8-methyl-4-methylidenenon-7-enyl]-2,7-dimethylchromen-5-ol
• SMILES (Canonical): CC1=CC(=C2C=CC(OC2=C1)(C)CCC(C(=C)CCC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC(=C2C=C[C@@](OC2=C1)(C)CC[C@H](C(=C)CCC=C(C)C)O)O
• InChI: InChI=1S/C22H30O3/c1-15(2)7-6-8-17(4)19(23)10-12-22(5)11-9-18-20(24)13-16(3)14-21(18)25-22/h7,9,11,13-14,19,23-24H,4,6,8,10,12H2,1-3,5H3/t19-,22+/m1/s1
• InChI Key: RXKAJVPBSTXEAH-KNQAVFIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.6300	63.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8043	80.43%
P-glycoprotein inhibitior	-	0.5576	55.76%
P-glycoprotein substrate	-	0.6533	65.33%
CYP3A4 substrate	+	0.5975	59.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4111	41.11%
CYP3A4 inhibition	-	0.6375	63.75%
CYP2C9 inhibition	-	0.6870	68.70%
CYP2C19 inhibition	+	0.6162	61.62%
CYP2D6 inhibition	-	0.8604	86.04%
CYP1A2 inhibition	+	0.5482	54.82%
CYP2C8 inhibition	+	0.4917	49.17%
CYP inhibitory promiscuity	-	0.6014	60.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6948	69.48%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8762	87.62%
Skin irritation	-	0.7233	72.33%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7379	73.79%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6703	67.03%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5833	58.33%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	-	0.5253	52.53%
Thyroid receptor binding	+	0.7292	72.92%
Glucocorticoid receptor binding	+	0.7064	70.64%
Aromatase binding	+	0.7758	77.58%
PPAR gamma	+	0.8321	83.21%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	99.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.51%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.13%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.14%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.25%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.03%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.02%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.33%	85.30%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.26%	94.80%
CHEMBL240	Q12809	HERG	80.75%	89.76%

Plants that contains it

• Rhododendron dauricum

Cross-Links

• PubChem: 162946145
• LOTUS: LTS0021382
• wikiData: Q105247093