(3S,4E,6S,8Z,11S,16R)-6,16-dihydroxy-4,15,15-trimethyl-2-oxotricyclo[9.3.1.13,14]hexadeca-1(14),4,8-triene-8-carbaldehyde

Details

• Internal ID: c6664cb9-085c-4823-8a98-45f84955cf95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S,4E,6S,8Z,11S,16R)-6,16-dihydroxy-4,15,15-trimethyl-2-oxotricyclo[9.3.1.13,14]hexadeca-1(14),4,8-triene-8-carbaldehyde
• InChI: InChI=1S/C20H26O4/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/h4,8,10,13-14,16,18,22-23H,5-7,9H2,1-3H3/b11-8+,12-4-/t13-,14-,16+,18+/m1/s1
• InChI Key: AXUHRYNGIPZCMR-DNLMZOLDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 4
• 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	+	0.9936	99.36%
Caco-2	+	0.7338	73.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.6217	62.17%
P-glycoprotein inhibitior	-	0.8455	84.55%
P-glycoprotein substrate	-	0.7286	72.86%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7934	79.34%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8055	80.55%
CYP2C8 inhibition	-	0.6306	63.06%
CYP inhibitory promiscuity	-	0.9215	92.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9543	95.43%
Skin irritation	+	0.5624	56.24%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4759	47.59%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5107	51.07%
skin sensitisation	-	0.6320	63.20%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6635	66.35%
Acute Oral Toxicity (c)	I	0.3681	36.81%
Estrogen receptor binding	-	0.5151	51.51%
Androgen receptor binding	-	0.6350	63.50%
Thyroid receptor binding	-	0.5768	57.68%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	+	0.6206	62.06%
Honey bee toxicity	-	0.8782	87.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9413	94.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.85%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.64%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.11%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.02%	97.25%
CHEMBL5028	O14672	ADAM10	80.30%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.15%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162996218
• LOTUS: LTS0122236
• wikiData: Q104920817