(3S,4E,6S,8Z,11S,16R)-6,16-dihydroxy-8-(hydroxymethyl)-4,15,15-trimethyltricyclo[9.3.1.13,14]hexadeca-1(14),4,8-trien-2-one

Details

• Internal ID: ee5e0237-c7ec-4fc0-9827-f92adb24c3ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S,4E,6S,8Z,11S,16R)-6,16-dihydroxy-8-(hydroxymethyl)-4,15,15-trimethyltricyclo[9.3.1.13,14]hexadeca-1(14),4,8-trien-2-one
• InChI: InChI=1S/C20H28O4/c1-11-8-14(22)9-12(10-21)4-5-13-6-7-15-17(20(13,2)3)19(24)16(11)18(15)23/h4,8,13-14,16,18,21-23H,5-7,9-10H2,1-3H3/b11-8+,12-4-/t13-,14-,16+,18+/m1/s1
• InChI Key: PLSLPANFUZMMNZ-DNLMZOLDSA-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): 77.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.30
• 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	+	0.9943	99.43%
Caco-2	+	0.6508	65.08%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4876	48.76%
P-glycoprotein inhibitior	-	0.8612	86.12%
P-glycoprotein substrate	-	0.6564	65.64%
CYP3A4 substrate	+	0.6237	62.37%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.8837	88.37%
CYP2C9 inhibition	-	0.8101	81.01%
CYP2C19 inhibition	-	0.8734	87.34%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.8064	80.64%
CYP2C8 inhibition	-	0.6562	65.62%
CYP inhibitory promiscuity	-	0.8363	83.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.5695	56.95%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7135	71.35%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6292	62.92%
skin sensitisation	-	0.7564	75.64%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4849	48.49%
Acute Oral Toxicity (c)	III	0.7126	71.26%
Estrogen receptor binding	+	0.5719	57.19%
Androgen receptor binding	-	0.6402	64.02%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.5914	59.14%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8376	83.76%

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	95.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.79%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.46%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162948750
• LOTUS: LTS0232472
• wikiData: Q105211192