(1S,2E,5S,9R,14R)-5,9-dihydroxy-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6,10-trien-4-one

Details

• Internal ID: 07c94bc4-3880-41f1-bc35-efb21ef9c3e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1S,2E,5S,9R,14R)-5,9-dihydroxy-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6,10-trien-4-one
• InChI: InChI=1S/C20H30O3/c1-12-6-7-16-17(20(16,4)5)11-14(3)19(23)18(22)10-13(2)9-15(21)8-12/h8,10-11,15-18,21-22H,6-7,9H2,1-5H3/b12-8?,13-10?,14-11+/t15-,16+,17-,18-/m0/s1
• InChI Key: XNWZKGMGEINBJE-RMUGIFTCSA-N
• Popularity: 2 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: 3.10
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6994	69.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6306	63.06%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7428	74.28%
P-glycoprotein inhibitior	-	0.6903	69.03%
P-glycoprotein substrate	-	0.8817	88.17%
CYP3A4 substrate	+	0.6138	61.38%
CYP2C9 substrate	-	0.7025	70.25%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7816	78.16%
CYP2C9 inhibition	-	0.8080	80.80%
CYP2C19 inhibition	-	0.8035	80.35%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.6705	67.05%
CYP2C8 inhibition	-	0.8769	87.69%
CYP inhibitory promiscuity	-	0.8921	89.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5929	59.29%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9505	95.05%
Skin irritation	+	0.6402	64.02%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3893	38.93%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	+	0.6205	62.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	+	0.5911	59.11%
Androgen receptor binding	-	0.4820	48.20%
Thyroid receptor binding	+	0.6626	66.26%
Glucocorticoid receptor binding	+	0.7125	71.25%
Aromatase binding	-	0.5468	54.68%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8894	88.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.93%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.84%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.80%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	82.87%	94.75%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.20%	86.00%

Plants that contains it

• Agrostistachys hookeri

Cross-Links

• PubChem: 163023335
• LOTUS: LTS0047734
• wikiData: Q105332055