(1S,2R,4R,7E,11S,19S)-15,17-dihydroxy-3,3,7,11-tetramethyl-19-(2-methylpropyl)-12-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-14,16-dicarbaldehyde

Details

• Internal ID: 103bf6c0-e8a3-4ef3-964f-9cefdd2f4ece
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (1S,2R,4R,7E,11S,19S)-15,17-dihydroxy-3,3,7,11-tetramethyl-19-(2-methylpropyl)-12-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-14,16-dicarbaldehyde
• SMILES (Canonical): CC1=CCCC2(C(C(C3=C(C(=C(C(=C3O2)C=O)O)C=O)O)CC(C)C)C4C(C4(C)C)CC1)C
• SMILES (Isomeric): C/C/1=C\CC[C@]2([C@@H]([C@@H](C3=C(C(=C(C(=C3O2)C=O)O)C=O)O)CC(C)C)[C@H]4[C@H](C4(C)C)CC1)C
• InChI: InChI=1S/C28H38O5/c1-15(2)12-17-21-25(32)18(13-29)24(31)19(14-30)26(21)33-28(6)11-7-8-16(3)9-10-20-23(22(17)28)27(20,4)5/h8,13-15,17,20,22-23,31-32H,7,9-12H2,1-6H3/b16-8+/t17-,20-,22+,23-,28+/m1/s1
• InChI Key: XJFLMCYKZVYATJ-KMGCVQLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₅
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	+	0.5391	53.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7671	76.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9129	91.29%
P-glycoprotein inhibitior	+	0.6658	66.58%
P-glycoprotein substrate	-	0.5363	53.63%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	0.7875	78.75%
CYP2D6 substrate	-	0.7911	79.11%
CYP3A4 inhibition	+	0.5250	52.50%
CYP2C9 inhibition	-	0.6688	66.88%
CYP2C19 inhibition	-	0.6766	67.66%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	+	0.6671	66.71%
CYP2C8 inhibition	+	0.6966	69.66%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7431	74.31%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.6621	66.21%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8369	83.69%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6878	68.78%
skin sensitisation	-	0.7539	75.39%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6772	67.72%
Acute Oral Toxicity (c)	III	0.5036	50.36%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.7888	78.88%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.8909	89.09%
Aromatase binding	+	0.7941	79.41%
PPAR gamma	+	0.6474	64.74%
Honey bee toxicity	-	0.8047	80.47%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.06%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.54%	96.38%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.35%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.11%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.17%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.99%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.63%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.95%	83.10%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.72%	98.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.60%	89.05%
CHEMBL3401	O75469	Pregnane X receptor	83.55%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.38%	93.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.87%	93.99%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.57%	98.75%

Plants that contains it

• Eucalyptus globulus

Cross-Links

• PubChem: 21669990
• LOTUS: LTS0025274
• wikiData: Q105328916