(1R,2S,3S,5S,7R,8S,9S,10S,11R,12R)-12-(hydroxymethyl)-12-methyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-3,7,9,10-tetrol

Details

• Internal ID: dc16716a-a9d8-411a-a3d3-269e420f1b50
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,3S,5S,7R,8S,9S,10S,11R,12R)-12-(hydroxymethyl)-12-methyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-3,7,9,10-tetrol
• SMILES (Canonical): CC1(CCCC23C1C(C(C45C2C(CC(C4)C(=C)C5O)O)(OC3)O)O)CO
• SMILES (Isomeric): C[C@]1(CCC[C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2[C@H](C[C@H](C4)C(=C)[C@H]5O)O)(OC3)O)O)CO
• InChI: InChI=1S/C20H30O6/c1-10-11-6-12(22)13-18-5-3-4-17(2,8-21)14(18)16(24)20(25,26-9-18)19(13,7-11)15(10)23/h11-16,21-25H,1,3-9H2,2H3/t11-,12+,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1
• InChI Key: RIUMTXABLIPQRZ-UJPFJTDISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6850	68.50%
Caco-2	-	0.7429	74.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5072	50.72%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8131	81.31%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7420	74.20%
BSEP inhibitior	-	0.7380	73.80%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.5288	52.88%
CYP3A4 substrate	+	0.6444	64.44%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.9512	95.12%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	-	0.6033	60.33%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6746	67.46%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9515	95.15%
Skin irritation	-	0.5960	59.60%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4115	41.15%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5028	50.28%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6704	67.04%
Acute Oral Toxicity (c)	III	0.3773	37.73%
Estrogen receptor binding	+	0.7519	75.19%
Androgen receptor binding	+	0.7088	70.88%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.7132	71.32%
PPAR gamma	-	0.5466	54.66%
Honey bee toxicity	-	0.7455	74.55%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9448	94.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.79%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.39%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.16%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.02%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.32%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	90.08%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.27%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.25%	96.95%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.95%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.83%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	84.82%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.25%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.01%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.37%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.51%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.76%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.60%	97.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.36%	86.92%

Plants that contains it

• Arabidopsis thaliana
• Arctotheca calendula
• Campanula glomerata subsp. oblongifolia
• Crotalaria laburnifolia
• Danae racemosa
• Daphniphyllum calycinum
• Elaeagnus angustifolia
• Isodon sculponeatus
• Melampodium argophyllum
• Ozothamnus obcordatus
• Quercus robur
• Salsola arbuscula

Cross-Links

• PubChem: 102298137
• NPASS: NPC300794
• LOTUS: LTS0005091
• wikiData: Q743661