(2Z,4E)-5-[(1R,1aR,4aS,7R,7aS,7bS)-7-hydroxy-1,7-dimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[e]azulen-1-yl]-2-methylpenta-2,4-dienal

Details

• Internal ID: 09e8397f-2170-48b8-8fb9-ff927e7fc97c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Pachydictyane and cneorubin diterpenoids
• IUPAC Name: (2Z,4E)-5-[(1R,1aR,4aS,7R,7aS,7bS)-7-hydroxy-1,7-dimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[e]azulen-1-yl]-2-methylpenta-2,4-dienal
• SMILES (Canonical): CC(=CC=CC1(C2C1C3C(CCC3(C)O)C(=C)CC2)C)C=O
• SMILES (Isomeric): C/C(=C/C=C/[C@@]1([C@H]2[C@H]1[C@@H]3[C@H](CC[C@@]3(C)O)C(=C)CC2)C)/C=O
• InChI: InChI=1S/C20H28O2/c1-13(12-21)6-5-10-19(3)16-8-7-14(2)15-9-11-20(4,22)17(15)18(16)19/h5-6,10,12,15-18,22H,2,7-9,11H2,1,3-4H3/b10-5+,13-6-/t15-,16-,17+,18+,19-,20-/m1/s1
• InChI Key: OAIHJXPEYJVLCP-GFQQBSLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.5379	53.79%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4511	45.11%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8150	81.50%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6575	65.75%
P-glycoprotein inhibitior	-	0.8365	83.65%
P-glycoprotein substrate	-	0.8084	80.84%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.6394	63.94%
CYP2C19 inhibition	-	0.6674	66.74%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.5196	51.96%
CYP2C8 inhibition	-	0.6261	62.61%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5457	54.57%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9686	96.86%
Skin irritation	+	0.5918	59.18%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7868	78.68%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6080	60.80%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6431	64.31%
Acute Oral Toxicity (c)	III	0.7227	72.27%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.6914	69.14%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	+	0.7468	74.68%
Aromatase binding	+	0.5719	57.19%
PPAR gamma	-	0.5425	54.25%
Honey bee toxicity	-	0.8146	81.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL241	Q14432	Phosphodiesterase 3A	91.93%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.96%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.03%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	84.35%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.59%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 11460796
• LOTUS: LTS0213686
• wikiData: Q105188673