(2S,3S,7R,9R,10S,11R)-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-3,7,9,10,18-pentol

Details

• Internal ID: 8cabf745-4885-40fc-91cc-f885ee0830b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2S,3S,7R,9R,10S,11R)-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-3,7,9,10,18-pentol
• SMILES (Canonical): CC1(CCCC23C1C(C(C45C2C(CC(C4O)C(=C)C5O)O)(OC3)O)O)C
• SMILES (Isomeric): CC1(CCCC23[C@@H]1[C@@H]([C@@](C45[C@H]2[C@H](CC(C4O)C(=C)[C@H]5O)O)(OC3)O)O)C
• InChI: InChI=1S/C20H30O6/c1-9-10-7-11(21)12-18-6-4-5-17(2,3)13(18)16(24)20(25,26-8-18)19(12,14(9)22)15(10)23/h10-16,21-25H,1,4-8H2,2-3H3/t10?,11-,12-,13+,14+,15?,16-,18?,19?,20-/m0/s1
• InChI Key: AOQMHHBFIJHEPD-XHQUITHRSA-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: -0.20
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8628	86.28%
Caco-2	-	0.7605	76.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6461	64.61%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7862	78.62%
BSEP inhibitior	-	0.8075	80.75%
P-glycoprotein inhibitior	-	0.8602	86.02%
P-glycoprotein substrate	-	0.6413	64.13%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.7863	78.63%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.7963	79.63%
CYP2C19 inhibition	-	0.8127	81.27%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.7966	79.66%
CYP2C8 inhibition	-	0.5671	56.71%
CYP inhibitory promiscuity	-	0.9526	95.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5307	53.07%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6490	64.90%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3846	38.46%
Estrogen receptor binding	+	0.7591	75.91%
Androgen receptor binding	+	0.6569	65.69%
Thyroid receptor binding	+	0.6837	68.37%
Glucocorticoid receptor binding	+	0.7674	76.74%
Aromatase binding	+	0.7635	76.35%
PPAR gamma	+	0.5527	55.27%
Honey bee toxicity	-	0.8004	80.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9834	98.34%

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	98.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.98%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	92.17%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.56%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.19%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.41%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.73%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.40%	95.50%
CHEMBL1871	P10275	Androgen Receptor	81.37%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.68%	92.94%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 24893880
• NPASS: NPC75657