(2R,4R,6R,9R,13R)-2,6-dihydroxy-5,5,9-trimethyl-14-methylidenetricyclo[11.2.1.04,9]hexadec-1(16)-ene-10,15-dione

Details

• Internal ID: 5b778222-7069-49d8-aaa8-8d6cd1638e6d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (2R,4R,6R,9R,13R)-2,6-dihydroxy-5,5,9-trimethyl-14-methylidenetricyclo[11.2.1.04,9]hexadec-1(16)-ene-10,15-dione
• SMILES (Canonical): CC1(C(CCC2(C1CC(C3=CC(CCC2=O)C(=C)C3=O)O)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1C[C@H](C3=C[C@@H](CCC2=O)C(=C)C3=O)O)(C)C)O
• InChI: InChI=1S/C20H28O4/c1-11-12-5-6-17(23)20(4)8-7-16(22)19(2,3)15(20)10-14(21)13(9-12)18(11)24/h9,12,14-16,21-22H,1,5-8,10H2,2-4H3/t12-,14-,15-,16-,20-/m1/s1
• InChI Key: JFDNAIABPJTBSM-YJJXHOGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.6113	61.13%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	-	0.3417	34.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5429	54.29%
BSEP inhibitior	-	0.7876	78.76%
P-glycoprotein inhibitior	-	0.8452	84.52%
P-glycoprotein substrate	-	0.8843	88.43%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8392	83.92%
CYP2C9 inhibition	-	0.8134	81.34%
CYP2C19 inhibition	-	0.8947	89.47%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8390	83.90%
CYP2C8 inhibition	-	0.7207	72.07%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8601	86.01%
Skin irritation	+	0.6591	65.91%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7183	71.83%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7324	73.24%
skin sensitisation	-	0.6550	65.50%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5583	55.83%
Acute Oral Toxicity (c)	I	0.6103	61.03%
Estrogen receptor binding	+	0.6653	66.53%
Androgen receptor binding	-	0.4931	49.31%
Thyroid receptor binding	+	0.5880	58.80%
Glucocorticoid receptor binding	+	0.8099	80.99%
Aromatase binding	+	0.5782	57.82%
PPAR gamma	+	0.6414	64.14%
Honey bee toxicity	-	0.8187	81.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.94%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.88%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.39%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.88%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.98%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.76%	93.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.37%	92.94%

Plants that contains it

• Isodon shikokianus

Cross-Links

• PubChem: 101665685
• LOTUS: LTS0015776
• wikiData: Q105126636