(5E)-9alpha-Acetoxy-1beta-isopropenyl-3abeta,6-dimethyl-10-methylene-1,2,3,3a,4,7,8,9,10,11,12,12aalpha-dodecahydrocyclopentacycloundecene-3-one

Details

• Internal ID: d2b3df15-59f9-4270-b6ce-e4945fd81459
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,3aR,5E,9S,12aS)-3a,6-dimethyl-10-methylidene-3-oxo-1-prop-1-en-2-yl-2,4,7,8,9,11,12,12a-octahydro-1H-cyclopenta[11]annulen-9-yl] acetate
• SMILES (Canonical): CC1=CCC2(C(CCC(=C)C(CC1)OC(=O)C)C(CC2=O)C(=C)C)C
• SMILES (Isomeric): C/C/1=C\C[C@@]2([C@@H](CCC(=C)[C@H](CC1)OC(=O)C)[C@H](CC2=O)C(=C)C)C
• InChI: InChI=1S/C22H32O3/c1-14(2)18-13-21(24)22(6)12-11-15(3)7-10-20(25-17(5)23)16(4)8-9-19(18)22/h11,18-20H,1,4,7-10,12-13H2,2-3,5-6H3/b15-11+/t18-,19+,20+,22-/m1/s1
• InChI Key: LEKTXKLLRZYNPF-RMBAWTSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.5851	58.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.8628	86.28%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7820	78.20%
P-glycoprotein inhibitior	-	0.4769	47.69%
P-glycoprotein substrate	-	0.7153	71.53%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.7720	77.20%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.7309	73.09%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.7576	75.76%
CYP2C8 inhibition	+	0.6282	62.82%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5103	51.03%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.8289	82.89%
Skin irritation	+	0.6073	60.73%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.7191	71.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7225	72.25%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7207	72.07%
skin sensitisation	+	0.5141	51.41%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5743	57.43%
Acute Oral Toxicity (c)	III	0.7717	77.17%
Estrogen receptor binding	-	0.5168	51.68%
Androgen receptor binding	+	0.6017	60.17%
Thyroid receptor binding	+	0.5470	54.70%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	-	0.4848	48.48%
PPAR gamma	-	0.5447	54.47%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.36%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.30%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.53%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.69%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.67%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	81.61%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	95.56%

Plants that contains it

• Dendrobium densiflorum
• Polygonatum kingianum

Cross-Links

• PubChem: 70676027
• NPASS: NPC296595