(1R,3R,4R,6R,7R,8S,9R,10R,13S,16S)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,8]hexadec-14-ene-3,4,6,7,9,16-hexol

Details

• Internal ID: da40f94a-f71a-49ad-b347-aa9cda77cbe4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids > Leucothol and grayanotoxane diterpenoids
• IUPAC Name: (1R,3R,4R,6R,7R,8S,9R,10R,13S,16S)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,8]hexadec-14-ene-3,4,6,7,9,16-hexol
• SMILES (Canonical): CC1=CC23CC(C4(C(C(C(C4(C)C)O)O)C(C2CCC1C3O)(C)O)O)O
• SMILES (Isomeric): CC1=C[C@]23C[C@H]([C@]4([C@@H]([C@H]([C@@H](C4(C)C)O)O)[C@]([C@@H]2CC[C@@H]1[C@@H]3O)(C)O)O)O
• InChI: InChI=1S/C20H32O6/c1-9-7-19-8-12(21)20(26)14(13(22)16(24)17(20,2)3)18(4,25)11(19)6-5-10(9)15(19)23/h7,10-16,21-26H,5-6,8H2,1-4H3/t10-,11-,12+,13+,14-,15-,16-,18+,19-,20+/m0/s1
• InChI Key: MLSUIHOULNMLCT-HEUCGWNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.21988874 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	-	0.7958	79.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5577	55.77%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.8928	89.28%
P-glycoprotein inhibitior	-	0.8672	86.72%
P-glycoprotein substrate	-	0.7382	73.82%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.7710	77.10%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.6697	66.97%
CYP2C19 inhibition	-	0.6925	69.25%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.7628	76.28%
CYP2C8 inhibition	-	0.7001	70.01%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9807	98.07%
Skin irritation	+	0.5262	52.62%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6124	61.24%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5487	54.87%
skin sensitisation	-	0.6786	67.86%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6174	61.74%
Acute Oral Toxicity (c)	I	0.3896	38.96%
Estrogen receptor binding	+	0.6854	68.54%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	+	0.6942	69.42%
Glucocorticoid receptor binding	+	0.7115	71.15%
Aromatase binding	+	0.6865	68.65%
PPAR gamma	-	0.5994	59.94%
Honey bee toxicity	-	0.8059	80.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.24%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.05%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.69%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.54%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.17%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

• Rhododendron molle

Cross-Links

• PubChem: 154497361
• LOTUS: LTS0056680
• wikiData: Q105167047