5-[(1S)-1-[(1aS,4aR,7R,7aS,7bS)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde

Details

• Internal ID: 10dd7b94-fe34-4d9a-a33a-86869d3fcb75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids > 5,10-cycloaromadendrane sesquiterpenoids
• IUPAC Name: 5-[(1S)-1-[(1aS,4aR,7R,7aS,7bS)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
• SMILES (Canonical): CC(C)CC(C1=C(C(=C(C(=C1O)C=O)O)C=O)O)C2(CCC3C2C4C(C4(C)C)CCC3=C)C
• SMILES (Isomeric): CC(C)C[C@H](C1=C(C(=C(C(=C1O)C=O)O)C=O)O)[C@@]2(CC[C@@H]3[C@H]2[C@@H]4[C@@H](C4(C)C)CCC3=C)C
• InChI: InChI=1S/C28H38O5/c1-14(2)11-20(21-25(32)17(12-29)24(31)18(13-30)26(21)33)28(6)10-9-16-15(3)7-8-19-23(22(16)28)27(19,4)5/h12-14,16,19-20,22-23,31-33H,3,7-11H2,1-2,4-6H3/t16-,19-,20+,22-,23-,28-/m0/s1
• InChI Key: IEWHEHWXBLPFER-OBMLAQMNSA-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): 94.80 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	-	0.6285	62.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7086	70.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7267	72.67%
OATP1B3 inhibitior	+	0.8938	89.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6770	67.70%
P-glycoprotein inhibitior	-	0.4658	46.58%
P-glycoprotein substrate	-	0.6044	60.44%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.7999	79.99%
CYP2C9 inhibition	+	0.6130	61.30%
CYP2C19 inhibition	-	0.5694	56.94%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	+	0.7018	70.18%
CYP2C8 inhibition	+	0.5229	52.29%
CYP inhibitory promiscuity	+	0.5256	52.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8811	88.11%
Skin irritation	-	0.6058	60.58%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8495	84.95%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5590	55.90%
skin sensitisation	-	0.6821	68.21%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6569	65.69%
Acute Oral Toxicity (c)	III	0.3604	36.04%
Estrogen receptor binding	+	0.7316	73.16%
Androgen receptor binding	+	0.7973	79.73%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.8035	80.35%
Aromatase binding	+	0.7686	76.86%
PPAR gamma	+	0.6366	63.66%
Honey bee toxicity	-	0.7980	79.80%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.93%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.76%	100.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.76%	98.11%
CHEMBL268	P43235	Cathepsin K	89.70%	96.85%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.64%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	85.11%	97.64%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.76%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.52%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	83.92%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.61%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	83.61%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.18%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.02%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.96%	98.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.90%	85.11%
CHEMBL1937	Q92769	Histone deacetylase 2	80.88%	94.75%
CHEMBL242	Q92731	Estrogen receptor beta	80.67%	98.35%

Plants that contains it

• Eucalyptus macrocarpa

Cross-Links

• PubChem: 162995875
• LOTUS: LTS0269295
• wikiData: Q105112001