(1R,9R,10R,13S,14S)-13,14-dihydroxy-14-(hydroxymethyl)-5,10-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-4-en-15-one

Details

• Internal ID: 179f2cd0-42d8-4d36-b279-c73d338a0f14
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: (1R,9R,10R,13S,14S)-13,14-dihydroxy-14-(hydroxymethyl)-5,10-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-4-en-15-one
• SMILES (Canonical): CC1=C2CCC34CC(CCC3(C2CCC1)C)(C(C4=O)(CO)O)O
• SMILES (Isomeric): CC1=C2CC[C@@]34C[C@@](CC[C@@]3([C@@H]2CCC1)C)([C@](C4=O)(CO)O)O
• InChI: InChI=1S/C19H28O4/c1-12-4-3-5-14-13(12)6-7-17-10-18(22,9-8-16(14,17)2)19(23,11-20)15(17)21/h14,20,22-23H,3-11H2,1-2H3/t14-,16-,17+,18+,19-/m1/s1
• InChI Key: AZSNSCUFQGFCLR-GYFISPQKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	+	0.7449	74.49%
Blood Brain Barrier	+	0.6143	61.43%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7591	75.91%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6078	60.78%
BSEP inhibitior	-	0.5174	51.74%
P-glycoprotein inhibitior	-	0.9230	92.30%
P-glycoprotein substrate	-	0.8716	87.16%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	0.5895	58.95%
CYP2D6 substrate	-	0.8027	80.27%
CYP3A4 inhibition	-	0.9455	94.55%
CYP2C9 inhibition	-	0.8287	82.87%
CYP2C19 inhibition	-	0.8427	84.27%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8805	88.05%
CYP2C8 inhibition	-	0.8566	85.66%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7248	72.48%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.5566	55.66%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5131	51.31%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5579	55.79%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5646	56.46%
Acute Oral Toxicity (c)	III	0.7105	71.05%
Estrogen receptor binding	+	0.6123	61.23%
Androgen receptor binding	+	0.7847	78.47%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.7172	71.72%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	-	0.6080	60.80%
Honey bee toxicity	-	0.9275	92.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	94.53%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL1871	P10275	Androgen Receptor	91.79%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.36%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.81%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.73%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.88%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.08%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.45%	90.08%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.46%	93.04%

Plants that contains it

• Parinari sprucei

Cross-Links

• PubChem: 163002956
• LOTUS: LTS0046520
• wikiData: Q104921908