16-(1H-indol-3-yl)-2,6,10,14-tetramethylhexadeca-2,10,14-triene-6,7-diol

Details

• Internal ID: 3d7c83f5-6ccb-4947-af01-a6c00f6c53c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 16-(1H-indol-3-yl)-2,6,10,14-tetramethylhexadeca-2,10,14-triene-6,7-diol
• SMILES (Canonical): CC(=CCCC(C)(C(CCC(=CCCC(=CCC1=CNC2=CC=CC=C21)C)C)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C(CCC(=CCCC(=CCC1=CNC2=CC=CC=C21)C)C)O)O)C
• InChI: InChI=1S/C28H41NO2/c1-21(2)10-9-19-28(5,31)27(30)18-16-23(4)12-8-11-22(3)15-17-24-20-29-26-14-7-6-13-25(24)26/h6-7,10,12-15,20,27,29-31H,8-9,11,16-19H2,1-5H3
• InChI Key: QSCZFXVTYWFEJV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₁NO₂
• Molecular Weight: 423.60 g/mol
• Exact Mass: 423.313729551 g/mol
• Topological Polar Surface Area (TPSA): 56.20 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.02
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.6678	66.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3530	35.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9813	98.13%
P-glycoprotein inhibitior	+	0.7810	78.10%
P-glycoprotein substrate	-	0.6174	61.74%
CYP3A4 substrate	+	0.5990	59.90%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.6830	68.30%
CYP3A4 inhibition	+	0.5166	51.66%
CYP2C9 inhibition	-	0.6780	67.80%
CYP2C19 inhibition	-	0.5421	54.21%
CYP2D6 inhibition	-	0.8557	85.57%
CYP1A2 inhibition	+	0.5894	58.94%
CYP2C8 inhibition	-	0.6553	65.53%
CYP inhibitory promiscuity	+	0.6334	63.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6104	61.04%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9550	95.50%
Skin irritation	-	0.7253	72.53%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9052	90.52%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.7086	70.86%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8432	84.32%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.7627	76.27%
Androgen receptor binding	-	0.6881	68.81%
Thyroid receptor binding	+	0.7848	78.48%
Glucocorticoid receptor binding	+	0.6373	63.73%
Aromatase binding	+	0.6672	66.72%
PPAR gamma	+	0.8202	82.02%
Honey bee toxicity	-	0.8140	81.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9360	93.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.16%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	94.96%	94.73%
CHEMBL213	P08588	Beta-1 adrenergic receptor	93.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.69%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.78%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.88%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.35%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	82.41%	97.79%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.57%	88.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162885000
• LOTUS: LTS0174294
• wikiData: Q104196144