(1S,3S,4R,7S,8E,13S,15S)-4-hydroxy-1,4,13-trimethyl-15-(2-methylprop-1-enyl)-16-oxatetracyclo[9.7.0.03,7.012,17]octadeca-8,11,17-triene-8-carbaldehyde

Details

• Internal ID: 0b46ffed-c386-4020-95eb-3b340258e2e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3S,4R,7S,8E,13S,15S)-4-hydroxy-1,4,13-trimethyl-15-(2-methylprop-1-enyl)-16-oxatetracyclo[9.7.0.03,7.012,17]octadeca-8,11,17-triene-8-carbaldehyde
• InChI: InChI=1S/C25H34O3/c1-15(2)10-18-11-16(3)23-20-7-6-17(14-26)19-8-9-25(5,27)21(19)12-24(20,4)13-22(23)28-18/h6,10,13-14,16,18-19,21,27H,7-9,11-12H2,1-5H3/b17-6-/t16-,18+,19+,21-,24-,25+/m0/s1
• InChI Key: NQDBNLQDCPWIPD-ZVFKHLEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₃
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6280	62.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7427	74.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.8861	88.61%
P-glycoprotein inhibitior	-	0.4621	46.21%
P-glycoprotein substrate	-	0.5100	51.00%
CYP3A4 substrate	+	0.6986	69.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8596	85.96%
CYP2C9 inhibition	-	0.8047	80.47%
CYP2C19 inhibition	-	0.7876	78.76%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7801	78.01%
CYP2C8 inhibition	+	0.5088	50.88%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5837	58.37%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9585	95.85%
Skin irritation	+	0.5492	54.92%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7468	74.68%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5606	56.06%
skin sensitisation	-	0.5683	56.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7209	72.09%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.7405	74.05%
Glucocorticoid receptor binding	+	0.7736	77.36%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	+	0.7651	76.51%
Honey bee toxicity	-	0.6871	68.71%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9079	90.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.23%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.15%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.51%	93.40%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.07%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.14%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162843401
• LOTUS: LTS0181862
• wikiData: Q105183709