(1S,4R,9R,10S,13R,14R)-10,14-dihydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-6-one

Details

• Internal ID: 0c1de6ec-d907-4ee4-a940-4901728516f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4R,9R,10S,13R,14R)-10,14-dihydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-6-one
• SMILES (Canonical): CC1(C2CCC34CC(CCC3(C2(CCC1=O)C)O)C(C4)(C)O)C
• SMILES (Isomeric): C[C@@]12CCC(=O)C([C@@H]1CC[C@]34[C@]2(CC[C@H](C3)[C@](C4)(C)O)O)(C)C
• InChI: InChI=1S/C20H32O3/c1-16(2)14-6-9-19-11-13(18(4,22)12-19)5-10-20(19,23)17(14,3)8-7-15(16)21/h13-14,22-23H,5-12H2,1-4H3/t13-,14+,17-,18-,19+,20-/m1/s1
• InChI Key: PMUKMASMUOTCMA-QVFZOTCZSA-N
• Popularity: 0 references 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: 2.70
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• 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	+	0.9965	99.65%
Caco-2	+	0.7749	77.49%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7618	76.18%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6440	64.40%
P-glycoprotein inhibitior	-	0.8551	85.51%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	+	0.6260	62.60%
CYP2C9 substrate	-	0.6440	64.40%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	-	0.8782	87.82%
CYP2C9 inhibition	-	0.7366	73.66%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.7516	75.16%
CYP2C8 inhibition	-	0.8226	82.26%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.7885	78.85%
Skin irritation	+	0.6372	63.72%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6933	69.33%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6223	62.23%
skin sensitisation	-	0.6403	64.03%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6541	65.41%
Acute Oral Toxicity (c)	III	0.5428	54.28%
Estrogen receptor binding	+	0.8215	82.15%
Androgen receptor binding	+	0.6660	66.60%
Thyroid receptor binding	+	0.6097	60.97%
Glucocorticoid receptor binding	+	0.6956	69.56%
Aromatase binding	+	0.6760	67.60%
PPAR gamma	-	0.6089	60.89%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9775	97.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.89%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.29%	93.40%
CHEMBL259	P32245	Melanocortin receptor 4	84.26%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.09%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.32%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.31%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.63%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.49%	94.00%

Plants that contains it

• Smallanthus macvaughii

Cross-Links

• PubChem: 162923587
• LOTUS: LTS0051120
• wikiData: Q105211749