(3S,4E,6R,7S,11R,16R)-6,7,16-trihydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.13,14]hexadeca-1(14),4-dien-2-one

Details

• Internal ID: 597194fc-e468-46cb-a578-2f5e2e5b2f1a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (3S,4E,6R,7S,11R,16R)-6,7,16-trihydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.13,14]hexadeca-1(14),4-dien-2-one
• InChI: InChI=1S/C20H28O4/c1-10-5-6-12-7-8-13-16(20(12,3)4)19(24)15(18(13)23)11(2)9-14(21)17(10)22/h9,12,14-15,17-18,21-23H,1,5-8H2,2-4H3/b11-9+/t12-,14-,15+,17+,18+/m1/s1
• InChI Key: SMYOLHGQHZBFAQ-NKFDCMGOSA-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: 1.10
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.4925	49.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.8450	84.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5571	55.71%
BSEP inhibitior	-	0.6713	67.13%
P-glycoprotein inhibitior	-	0.8418	84.18%
P-glycoprotein substrate	-	0.8250	82.50%
CYP3A4 substrate	+	0.5965	59.65%
CYP2C9 substrate	-	0.7282	72.82%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.6814	68.14%
CYP2C19 inhibition	-	0.7399	73.99%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.6460	64.60%
CYP2C8 inhibition	-	0.7633	76.33%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8926	89.26%
Skin irritation	+	0.5565	55.65%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.6091	60.91%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5542	55.42%
Acute Oral Toxicity (c)	III	0.4597	45.97%
Estrogen receptor binding	+	0.6011	60.11%
Androgen receptor binding	-	0.6023	60.23%
Thyroid receptor binding	+	0.5580	55.80%
Glucocorticoid receptor binding	+	0.6971	69.71%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	-	0.6905	69.05%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	93.15%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.64%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.81%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL1871	P10275	Androgen Receptor	82.28%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.09%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.02%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973914
• LOTUS: LTS0161040
• wikiData: Q105256242