(1R,2S,4R,9R,10S,13S,14R)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-11-ene-2,14-diol

Details

• Internal ID: f90f23f2-eabc-4ded-96fb-4129dc0b06e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,4R,9R,10S,13S,14R)-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-11-ene-2,14-diol
• SMILES (Canonical): CC1(CCCC2(C1CC(C34C2C=CC(C3)C(C4)(C)O)O)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1C[C@@H]([C@]34[C@H]2C=C[C@H](C3)[C@](C4)(C)O)O)(C)C
• InChI: InChI=1S/C20H32O2/c1-17(2)8-5-9-18(3)14-7-6-13-11-20(14,12-19(13,4)22)16(21)10-15(17)18/h6-7,13-16,21-22H,5,8-12H2,1-4H3/t13-,14+,15-,16+,18+,19-,20-/m1/s1
• InChI Key: CUBXXNGZGPRSKK-NPIUQXLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 2
• 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	+	0.9971	99.71%
Caco-2	+	0.6255	62.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4660	46.60%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6764	67.64%
P-glycoprotein inhibitior	-	0.8916	89.16%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.6130	61.30%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.7699	76.99%
CYP3A4 inhibition	-	0.9307	93.07%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.7020	70.20%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.5197	51.97%
CYP2C8 inhibition	-	0.6698	66.98%
CYP inhibitory promiscuity	-	0.8542	85.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9741	97.41%
Skin irritation	+	0.4912	49.12%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6607	66.07%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	+	0.5303	53.03%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7358	73.58%
Acute Oral Toxicity (c)	III	0.8100	81.00%
Estrogen receptor binding	+	0.6822	68.22%
Androgen receptor binding	+	0.5790	57.90%
Thyroid receptor binding	+	0.6181	61.81%
Glucocorticoid receptor binding	+	0.5804	58.04%
Aromatase binding	-	0.5413	54.13%
PPAR gamma	-	0.6940	69.40%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9642	96.42%

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	96.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.26%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.24%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.62%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	82.69%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.25%	100.00%

Plants that contains it

• Sideritis lotsyi
• Vellozia compacta
• Vellozia declinans
• Vellozia piresiana

Cross-Links

• PubChem: 101615188
• LOTUS: LTS0132858
• wikiData: Q104195368