(3aR,9E)-3a,10-dimethyl-6-methylidene-1-propan-2-yl-3,4,7,8,11,12-hexahydrocyclopenta[11]annulene-2,5-dione

Details

• Internal ID: ca5cb84b-e2ea-4a01-9ce5-26bec8a1cb00
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
• IUPAC Name: (3aR,9E)-3a,10-dimethyl-6-methylidene-1-propan-2-yl-3,4,7,8,11,12-hexahydrocyclopenta[11]annulene-2,5-dione
• SMILES (Canonical): CC1=CCCC(=C)C(=O)CC2(CC(=O)C(=C2CC1)C(C)C)C
• SMILES (Isomeric): C/C/1=C\CCC(=C)C(=O)C[C@@]2(CC(=O)C(=C2CC1)C(C)C)C
• InChI: InChI=1S/C20H28O2/c1-13(2)19-16-10-9-14(3)7-6-8-15(4)17(21)11-20(16,5)12-18(19)22/h7,13H,4,6,8-12H2,1-3,5H3/b14-7+/t20-/m1/s1
• InChI Key: MVHNKCBUOUIONY-CDXDBMBRSA-N
• Popularity: 1 reference 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): 34.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8341	83.41%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6299	62.99%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.8016	80.16%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8523	85.23%
P-glycoprotein inhibitior	-	0.7124	71.24%
P-glycoprotein substrate	-	0.9107	91.07%
CYP3A4 substrate	+	0.5333	53.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9025	90.25%
CYP2C9 inhibition	-	0.8567	85.67%
CYP2C19 inhibition	-	0.6973	69.73%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.7696	76.96%
CYP2C8 inhibition	-	0.9135	91.35%
CYP inhibitory promiscuity	-	0.9106	91.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5210	52.10%
Eye corrosion	-	0.9677	96.77%
Eye irritation	-	0.5093	50.93%
Skin irritation	+	0.6299	62.99%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6564	65.64%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.7538	75.38%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8171	81.71%
Acute Oral Toxicity (c)	III	0.7323	73.23%
Estrogen receptor binding	-	0.8127	81.27%
Androgen receptor binding	-	0.5592	55.92%
Thyroid receptor binding	-	0.6632	66.32%
Glucocorticoid receptor binding	-	0.4861	48.61%
Aromatase binding	+	0.6286	62.86%
PPAR gamma	-	0.5389	53.89%
Honey bee toxicity	-	0.7793	77.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9891	98.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.71%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.02%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.09%	96.77%
CHEMBL4208	P20618	Proteasome component C5	82.73%	90.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.18%	96.47%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.74%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44567222
• LOTUS: LTS0274660
• wikiData: Q105173027