(2S)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,8-dimethyl-3,4-dihydrochromen-6-ol

Details

• Internal ID: bfaae2bb-c1ee-489d-9627-c4fac5460637
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2S)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2,8-dimethyl-3,4-dihydrochromen-6-ol
• SMILES (Canonical): CC1=CC(=CC2=C1OC(CC2)(C)CCC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=CC2=C1O[C@@](CC2)(C)CC/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C22H32O2/c1-16(2)8-6-9-17(3)10-7-12-22(5)13-11-19-15-20(23)14-18(4)21(19)24-22/h8,10,14-15,23H,6-7,9,11-13H2,1-5H3/b17-10+/t22-/m0/s1
• InChI Key: OJZATKPMGAGZGS-BPNKPRMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.50 g/mol
• Exact Mass: 328.240230259 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.26
• H-Bond Acceptor: 2
• 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	+	0.9941	99.41%
Caco-2	+	0.8187	81.87%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6431	64.31%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7844	78.44%
P-glycoprotein inhibitior	-	0.4651	46.51%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6690	66.90%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	+	0.5768	57.68%
CYP2D6 inhibition	-	0.8376	83.76%
CYP1A2 inhibition	-	0.5830	58.30%
CYP2C8 inhibition	+	0.5952	59.52%
CYP inhibitory promiscuity	+	0.5493	54.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8220	82.20%
Skin irritation	-	0.7133	71.33%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8624	86.24%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.5819	58.19%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.7658	76.58%
Estrogen receptor binding	+	0.8300	83.00%
Androgen receptor binding	+	0.5199	51.99%
Thyroid receptor binding	+	0.7432	74.32%
Glucocorticoid receptor binding	+	0.5445	54.45%
Aromatase binding	+	0.6565	65.65%
PPAR gamma	+	0.8571	85.71%
Honey bee toxicity	-	0.8555	85.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	99.12%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.76%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.34%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.18%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL233	P35372	Mu opioid receptor	89.75%	97.93%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.31%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.86%	85.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.12%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.01%	100.00%

Plants that contains it

• Beilschmiedia erithrophloia
• Beilschmiedia oligandra
• Cruciata pedemontana
• Galium album
• Galium humifusum
• Galium mollugo
• Galium rhodopeum
• Galium rivale
• Globularia bisnagarica
• Globularia trichosantha
• Indocypraea montana
• Paederia foetida
• Plocama calabrica
• Rhododendron latoucheae
• Trichotosia latifolia
• Vaccinium dunalianum

Cross-Links

• PubChem: 163194297
• LOTUS: LTS0182084
• wikiData: Q104393202