(-)-Leucothol C

Details

• Internal ID: 371806f8-b065-407f-bf07-ab28c150127b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,3S,4S,6S,8R,10S,13S,16R)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.01,10.03,8]hexadec-14-ene-3,4,6,16-tetrol
• SMILES (Canonical): CC1=CC23CC4(C(CC(C(C4O)(C)C)O)C(=C)C2CCC1C3O)O
• SMILES (Isomeric): CC1=C[C@@]23C[C@@]4([C@H](C[C@@H](C([C@@H]4O)(C)C)O)C(=C)[C@@H]2CC[C@@H]1[C@H]3O)O
• InChI: InChI=1S/C20H30O4/c1-10-8-19-9-20(24)14(7-15(21)18(3,4)17(20)23)11(2)13(19)6-5-12(10)16(19)22/h8,12-17,21-24H,2,5-7,9H2,1,3-4H3/t12-,13-,14+,15-,16+,17-,19+,20-/m0/s1
• InChI Key: RPVINCFOPQZXJM-UIVPEWPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• LMPR0104180004

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	-	0.7738	77.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5034	50.34%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.8540	85.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.7884	78.84%
P-glycoprotein inhibitior	-	0.8812	88.12%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.6118	61.18%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.7710	77.10%
CYP3A4 inhibition	-	0.9260	92.60%
CYP2C9 inhibition	-	0.7504	75.04%
CYP2C19 inhibition	-	0.7066	70.66%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.8211	82.11%
CYP2C8 inhibition	-	0.5818	58.18%
CYP inhibitory promiscuity	-	0.9137	91.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9510	95.10%
Skin irritation	-	0.5162	51.62%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.7508	75.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4786	47.86%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5316	53.16%
skin sensitisation	-	0.7016	70.16%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5905	59.05%
Acute Oral Toxicity (c)	I	0.5483	54.83%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	+	0.6060	60.60%
Glucocorticoid receptor binding	+	0.8072	80.72%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.5307	53.07%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9863	98.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.95%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.74%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.15%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.79%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.46%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%

Plants that contains it

• Leucothoe grayana

Cross-Links

• PubChem: 42608227
• LOTUS: LTS0196351
• wikiData: Q76535374