Ent-16alpha,17-dihydroxyatisan-3-one

Details

• Internal ID: d7ddbf42-9f9a-4797-93d2-c50ebe020d66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1S,4S,9S,10R,12S,13S)-13-hydroxy-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[10.2.2.01,10.04,9]hexadecan-6-one
• SMILES (Canonical): CC1(C2CCC34CCC(CC3C2(CCC1=O)C)C(C4)(CO)O)C
• SMILES (Isomeric): C[C@@]12CCC(=O)C([C@H]1CC[C@]34[C@H]2C[C@H](CC3)[C@@](C4)(CO)O)(C)C
• InChI: InChI=1S/C20H32O3/c1-17(2)14-5-9-19-8-4-13(20(23,11-19)12-21)10-15(19)18(14,3)7-6-16(17)22/h13-15,21,23H,4-12H2,1-3H3/t13-,14+,15-,18+,19+,20+/m0/s1
• InChI Key: GFMRAAZMCOCUCY-JTZLQOMOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 112523-91-8
• CHEMBL459910
• AKOS032949030

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.6703	67.03%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8596	85.96%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6398	63.98%
BSEP inhibitior	+	0.5959	59.59%
P-glycoprotein inhibitior	-	0.7971	79.71%
P-glycoprotein substrate	-	0.8424	84.24%
CYP3A4 substrate	+	0.6092	60.92%
CYP2C9 substrate	-	0.6403	64.03%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.7520	75.20%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9645	96.45%
CYP1A2 inhibition	-	0.7092	70.92%
CYP2C8 inhibition	-	0.7838	78.38%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7479	74.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5904	59.04%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7018	70.18%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4506	45.06%
Acute Oral Toxicity (c)	III	0.7151	71.51%
Estrogen receptor binding	+	0.8668	86.68%
Androgen receptor binding	+	0.6002	60.02%
Thyroid receptor binding	+	0.6542	65.42%
Glucocorticoid receptor binding	+	0.8869	88.69%
Aromatase binding	+	0.7721	77.21%
PPAR gamma	-	0.6069	60.69%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9331	93.31%

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	95.75%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.66%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.90%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	92.17%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.89%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.36%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	88.73%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.43%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.76%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.04%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%

Plants that contains it

• Euphorbia quinquecostata

Cross-Links

• PubChem: 21726550
• LOTUS: LTS0149172
• wikiData: Q105007643