(1S,4S,6S,9S,10R,13R)-6-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-7-one

Details

• Internal ID: 82b68056-3462-48a1-8a7b-9155cc6101e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,6S,9S,10R,13R)-6-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-7-one
• InChI: InChI=1S/C20H30O2/c1-12-9-20-8-7-15-18(2,3)17(22)14(21)11-19(15,4)16(20)6-5-13(12)10-20/h13,15-17,22H,1,5-11H2,2-4H3/t13-,15-,16+,17-,19-,20-/m1/s1
• InChI Key: RSQQQISKAKDLSC-DRWSJJBTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6752	67.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7183	71.83%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.7961	79.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.7537	75.37%
P-glycoprotein inhibitior	-	0.7948	79.48%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	+	0.6319	63.19%
CYP2C9 substrate	-	0.6551	65.51%
CYP2D6 substrate	-	0.7835	78.35%
CYP3A4 inhibition	-	0.7919	79.19%
CYP2C9 inhibition	-	0.7781	77.81%
CYP2C19 inhibition	-	0.5698	56.98%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.7320	73.20%
CYP2C8 inhibition	-	0.8296	82.96%
CYP inhibitory promiscuity	-	0.8534	85.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.5838	58.38%
Skin irritation	+	0.5968	59.68%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6217	62.17%
skin sensitisation	+	0.4830	48.30%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6960	69.60%
Acute Oral Toxicity (c)	III	0.7650	76.50%
Estrogen receptor binding	+	0.7631	76.31%
Androgen receptor binding	+	0.5297	52.97%
Thyroid receptor binding	+	0.6389	63.89%
Glucocorticoid receptor binding	+	0.7472	74.72%
Aromatase binding	+	0.5598	55.98%
PPAR gamma	-	0.7396	73.96%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	97.16%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.20%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.84%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.38%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.09%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.10%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.96%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.84%	96.09%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 20055961
• LOTUS: LTS0069217
• wikiData: Q105244830