(1S,4S,6S,9S,10S,13R)-6-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-7-one

Details

• Internal ID: 4c900c49-a3e2-4621-9dc4-d3757f5852fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,6S,9S,10S,13R)-6-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-7-one
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CC(=O)C1O)C)C(=C4)CO)C
• SMILES (Isomeric): C[C@@]12CC(=O)[C@H](C([C@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C4)CO)(C)C)O
• InChI: InChI=1S/C20H30O3/c1-18(2)15-6-7-20-8-12(13(9-20)11-21)4-5-16(20)19(15,3)10-14(22)17(18)23/h9,12,15-17,21,23H,4-8,10-11H2,1-3H3/t12-,15-,16+,17-,19-,20+/m1/s1
• InChI Key: YFHIETKMBHOJPE-CDOYLBHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6234	62.34%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8270	82.70%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7024	70.24%
BSEP inhibitior	-	0.4606	46.06%
P-glycoprotein inhibitior	-	0.8666	86.66%
P-glycoprotein substrate	-	0.7306	73.06%
CYP3A4 substrate	+	0.6275	62.75%
CYP2C9 substrate	-	0.8274	82.74%
CYP2D6 substrate	-	0.7958	79.58%
CYP3A4 inhibition	-	0.8402	84.02%
CYP2C9 inhibition	-	0.6620	66.20%
CYP2C19 inhibition	-	0.8807	88.07%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8554	85.54%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	-	0.7316	73.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9510	95.10%
Skin irritation	-	0.5788	57.88%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6065	60.65%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5137	51.37%
Acute Oral Toxicity (c)	III	0.6828	68.28%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	+	0.5527	55.27%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	+	0.8455	84.55%
Aromatase binding	+	0.5979	59.79%
PPAR gamma	-	0.6713	67.13%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	96.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.04%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.28%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.82%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.73%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.94%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.36%	94.75%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 50905035
• LOTUS: LTS0252432
• wikiData: Q105347587